university of chicago supplemental essays

UChicago Supplemental Essay Questions

The University of Chicago has long been renowned for our provocative essay questions. We think of them as an opportunity for students to tell us about themselves, their tastes, and their ambitions. They can be approached with utter seriousness, complete fancy, or something in between.

Each year we email newly admitted and current College students and ask them for essay topics. We receive several hundred responses, many of which are eloquent, intriguing, or downright wacky.

As you can see from the attributions, the questions below were inspired by submissions from UChicago students and alumni.

2024-25 UChicago Supplement

Question 1 (required).

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Question 2: Extended Essay (Required; Choose one)

Essay option 1.

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

Essay Option 2

"Ah, but I was so much older then / I'm younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis's Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022

Essay Option 4

"Daddy-o", "Far Out", "Gnarly": the list of slang terms goes on and on. Sadly, most of these aren’t so "fly" anymore – “as if!” Name an outdated slang from any decade or language that you'd bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

Some classic questions from previous years…

Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary. – Inspired by Emmett Cho, Class of 2027

“Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer. – Inspired by Ryan Murphy, AB’21

“Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match). – Inspired by Garrett Chalfin, Class of 2027

Due to a series of clerical errors, there is exactly one typo (an extra letter, a removed letter, or an altered letter) in the name of every department at the University of Chicago. Oops! Describe your new intended major. Why are you interested in it and what courses or areas of focus within it might you want to explore? Potential options include Commuter Science, Bromance Languages and Literatures, Pundamentals: Issues and Texts, Ant History... a full list of unmodified majors ready for your editor’s eye is available here . —Inspired by Josh Kaufman, AB'18

You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they're the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time? —Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck). —Inspired by Blessing Nnate, Class of 2024

What can actually be divided by zero? —Inspired by Mai Vu, Class of 2024

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know? —Inspired by Peter Wang, Class of 2022

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation. —Inspired by Maximilian Site, Class of 2020

"Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so. —Inspired by Chris Davey, AB’13

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves. —Inspired by Steve Berkowitz, AB’19, and Neeharika Venuturupalli, Class of 2024

Joan of Arkansas. Queen Elizabeth Cady Stanton. Babe Ruth Bader Ginsburg. Mash up a historical figure with a new time period, environment, location, or occupation, and tell us their story. —Inspired by Drew Donaldson, AB’16

Alice falls down the rabbit hole. Milo drives through the tollbooth. Dorothy is swept up in the tornado. Neo takes the red pill. Don’t tell us about another world you’ve imagined, heard about, or created. Rather, tell us about its portal. Sure, some people think of the University of Chicago as a portal to their future, but please choose another portal to write about. —Inspired by Raphael Hallerman, Class of 2020

What’s so odd about odd numbers? —Inspired by Mario Rosasco, AB’09

Vestigiality refers to genetically determined structures or attributes that have apparently lost most or all of their ancestral function, but have been retained during the process of evolution. In humans, for instance, the appendix is thought to be a vestigial structure. Describe something vestigial (real or imagined) and provide an explanation for its existence. —Inspired by Tiffany Kim, Class of 2020

In French, there is no difference between “conscience” and “consciousness.” In Japanese, there is a word that specifically refers to the splittable wooden chopsticks you get at restaurants. The German word “fremdschämen” encapsulates the feeling you get when you’re embarrassed on behalf of someone else. All of these require explanation in order to properly communicate their meaning, and are, to varying degrees, untranslatable. Choose a word, tell us what it means, and then explain why it cannot (or should not) be translated from its original language. —Inspired by Emily Driscoll, Class of 2018

Little pigs, French hens, a family of bears. Blind mice, musketeers, the Fates. Parts of an atom, laws of thought, a guideline for composition. Omne trium perfectum? Create your own group of threes, and describe why and how they fit together. —Inspired by Zilin Cui, Class of 2018

The mantis shrimp can perceive both polarized light and multispectral images; they have the most complex eyes in the animal kingdom. Human eyes have color receptors for three colors (red, green, and blue); the mantis shrimp has receptors for sixteen types of color, enabling them to see a spectrum far beyond the capacity of the human brain. Seriously, how cool is the mantis shrimp: mantisshrimp.uchicago.edu What might they be able to see that we cannot? What are we missing? —Inspired by Tess Moran, AB’16

How are apples and oranges supposed to be compared? Possible answers involve, but are not limited to, statistics, chemistry, physics, linguistics, and philosophy. —Inspired by Florence Chan, AB’15

The ball is in your court—a penny for your thoughts, but say it, don’t spray it. So long as you don’t bite off more than you can chew, beat around the bush, or cut corners, writing this essay should be a piece of cake. Create your own idiom, and tell us its origin—you know, the whole nine yards. PS: A picture is worth a thousand words. —Inspired by April Bell, AB'17, and Maya Shaked, Class of 2018 (It takes two to tango.)

“A man cannot be too careful in the choice of his enemies.” –Oscar Wilde. Othello and Iago. Dorothy and the Wicked Witch. Autobots and Decepticons. History and art are full of heroes and their enemies. Tell us about the relationship between you and your arch-nemesis (either real or imagined). —Inspired by Martin Krzywy, AB’16

Heisenberg claims that you cannot know both the position and momentum of an electron with total certainty. Choose two other concepts that cannot be known simultaneously and discuss the implications. (Do not consider yourself limited to the field of physics). —Inspired by Doran Bennett, AB’07

Susan Sontag, AB’51, wrote that “[s]ilence remains, inescapably, a form of speech.” Write about an issue or a situation when you remained silent, and explain how silence may speak in ways that you did or did not intend. The Aesthetics of Silence, 1967. —Anonymous Suggestion

“…I [was] eager to escape backward again, to be off to invent a past for the present.” —The Rose Rabbi by Daniel Stern Present: pres·ent 1. Something that is offered, presented, or given as a gift. Let’s stick with this definition. Unusual presents, accidental presents, metaphorical presents, re-gifted presents, etc.—pick any present you have ever received and invent a past for it. —Inspired by Jennifer Qin, AB’16

So where is Waldo, really? —Inspired by Robin Ye, AB’16

Find x. —Inspired by Benjamin Nuzzo, an admitted student from Eton College, UK

Dog and Cat. Coffee and Tea. Great Gatsby and Catcher in the Rye. Everyone knows there are two types of people in the world. What are they? —Inspired by an anonymous alumna, AB'06

How did you get caught? (Or not caught, as the case may be.) —Inspired by Kelly Kennedy, AB’10

Chicago author Nelson Algren said, “A writer does well if in his whole life he can tell the story of one street.” Chicagoans, but not just Chicagoans, have always found something instructive, and pleasing, and profound in the stories of their block, of Main Street, of Highway 61, of a farm lane, of the Celestial Highway. Tell us the story of a street, path, road—real or imagined or metaphorical. —Anonymous Suggestion

UChicago professor W. J. T. Mitchell entitled his 2005 book What Do Pictures Want? Describe a picture, and explore what it wants. —Inspired by Anna Andel

“Don’t play what’s there, play what’s not there.“—Miles Davis (1926–91) —Inspired by Jack Reeves

University of Chicago alumna and renowned author/critic Susan Sontag said, “The only interesting answers are those that destroy the questions.” We all have heard serious questions, absurd questions, and seriously absurd questions, some of which cannot be answered without obliterating the very question. Destroy a question with your answer. —Inspired by Aleksandra Ciric

“Mind that does not stick.” —Zen Master Shoitsu (1202–80)

Superstring theory has revolutionized speculation about the physical world by suggesting that strings play a pivotal role in the universe. Strings, however, always have explained or enriched our lives, from Theseus’s escape route from the Labyrinth, to kittens playing with balls of yarn, to the single hair that held the sword above Damocles, to the Old Norse tradition that one’s life is a thread woven into a tapestry of fate, to the beautiful sounds of the finely tuned string of a violin, to the children’s game of cat’s cradle, to the concept of stringing someone along. Use the power of string to explain the biggest or the smallest phenomenon. —Inspired by Adam Sobolweski

Have you ever walked through the aisles of a warehouse store like Costco or Sam’s Club and wondered who would buy a jar of mustard a foot and a half tall? We’ve bought it, but it didn’t stop us from wondering about other things, like absurd eating contests, impulse buys, excess, unimagined uses for mustard, storage, preservatives, notions of bigness…and dozens of other ideas both silly and serious. Write an essay somehow inspired by super-huge mustard. —Inspired by Katherine Gold

People often think of language as a connector, something that brings people together by helping them share experiences, feelings, ideas, etc. We, however, are interested in how language sets people apart. Start with the peculiarities of your own personal language—the voice you use when speaking most intimately to yourself, the vocabulary that spills out when you’re startled, or special phrases and gestures that no one else seems to use or even understand—and tell us how your language makes you unique. You may want to think about subtle riffs or idiosyncrasies based on cadence, rhythm, rhyme, or (mis)pronunciation. —Inspired by Kimberly Traube

In 2015, the city of Melbourne, Australia created a "tree-mail" service, in which all of the trees in the city received an email address so that residents could report any tree-related issues. As an unexpected result, people began to email their favorite trees sweet and occasionally humorous letters. Imagine this has been expanded to any object (tree or otherwise) in the world, and share with us the letter you’d send to your favorite. -Inspired by Hannah Lu, Class of 2020 

You’re on a voyage in the thirteenth century, sailing across the tempestuous seas. What if, suddenly, you fell off the edge of the Earth? -Inspired by Chandani Latey, AB'93 

The word floccinaucinihilipilification is the act or habit of describing or regarding something as unimportant or of having no value. It originated in the mid-18th century from the Latin words "floccus," "naucum," "nihilum," and "pilus"—all words meaning “of little use.” Coin your own word using parts from any language you choose, tell us its meaning, and describe the plausible (if only to you) scenarios in which it would be most appropriately used.  -Inspired by Ben Zhang, Class of 2022 

Lost your keys? Alohomora. Noisy roommate? Quietus. Feel the need to shatter windows for some reason? Finestra. Create your own spell, charm, jinx, or other means for magical mayhem. How is it enacted? Is there an incantation? Does it involve a potion or other magical object? If so, what's in it or what is it? What does it do?  -Inspired by Emma Sorkin, Class of 2021 

Imagine you’ve struck a deal with the Dean of Admissions himself, Dean Nondorf. It goes as follows: you’re guaranteed admission to the University of Chicago regardless of any circumstances that arise. This bond is grounded on the condition that you’ll obtain a blank, 8.5 x 11 piece of paper, and draw, write, sketch, shade, stencil, paint etc., anything and everything you want on it; your only limitations will be the boundaries of both sides on the single page. Now the catch… your submission, for the rest of your life, will always be the first thing anyone you meet for the first time will see. Whether it’s at a job interview, a blind date, arrival at your first Humanities class, before you even say, “hey,” they’ll already have seen your page, and formulated that first impression. Show us your page. What’s on it, and why? If your piece is largely or exclusively visual, please make sure to share a creator's accompanying statement of at least 300 words, which we will happily allow to be on its own, separate page. PS: This is a creative thought experiment, and selecting this essay prompt does not guarantee your admission to UChicago. -Inspired by Amandeep Singh Ahluwalia, Class of 2022

Cats have nine lives, Pac-Man has three lives, and radioactive isotopes have half-lives. How many lives does something else—conceptual or actual—have, and why? -Inspired by Kendrick Shin, Class of 2019

If there’s a limited amount of matter in the universe, how can Olive Garden (along with other restaurants and their concepts of food infinity) offer truly unlimited soup, salad, and breadsticks? Explain this using any method of analysis you wish—physics, biology, economics, history, theology… the options, as you can tell, are endless.  -Inspired by Yoonseo Lee, Class of 2023 

A hot dog might be a sandwich, and cereal might be a soup, but is a ______ a ______? -Inspired by Arya Muralidharan, Class of 2021 (and dozens of others who, this year and in past years, have submitted the question “Is a hot dog a sandwich,” to which we reply, “maybe”)

“Fiction reveals truth that reality obscures.” – Jessamyn West -Inspired by Elizabeth Mansfield, Class of 2020

University of Chicago 2024-25 Supplemental Essay Prompt Guide

Regular Decision Deadline: Jan 2

You Have: 

University of Chicago 2024-25 Application Essay Question Explanations

The Requirements: 2 essays of 1-2 pages each

Supplemental Essay Type(s): Why , Oddball

How to Write The UChicago Essays

This is it, the infamous UChicago supplemental application. These quirky prompts have been a rite of passage for generations of applicants, so before you dive in, just remember: if they could do it, so can you! Your goal in writing your UChicago extended essay should be the same as ever: to reveal something new to admissions. It might even help to have a few ideas in mind before reading through your options. These prompts are so specific and strange that, in the end, the key is just to follow your instincts. What speaks to you right away? What inspires you?

UChicago Prompt Breakdowns

Question 1 ( required ), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Think of this run-of-the-mill Why Essay as the overture to your magnum opus (i.e. the Extended Essay). Chicago wants you to cover all the bases—“learning, community, and future”—so as with any Why Essay, you’d best buckle down and do your homework. The more specific details you can incorporate into your essay, the more sincere and personal it will feel (and be!). Explore both academic and extracurricular opportunities. How will you pursue your interest in oceanography? With a major in Biology and a semester in Australia? What research opportunities will you pursue? Will joining the Club Crew team help you feel more connected to aquatic life despite your midwest location? One thing you won’t find on the school website, though, is that third piece, that “future” thing. Think about where you’d like to be five or ten years from now—your career or the impact you’d like to have or even just a geographic location. How will a UChicago education help you get there? How will your scholarly and social pursuits help you grow? Show admissions how UChicago is the bridge between the person you are and the person you hope to be.

Question 2: Extended Essay ( Required; Choose one )

Essay option 1, we’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed” or “tickled orange” give an old color-infused expression a new hue and tell us what it represents., – inspired by ramsey bottorff, class of 2026.

This is a great question for artists, those of you with synesthesia, or anyone who’s been down the rabbit hole of seasonal color theory on social media. If you have strong associations with different colors or are language-obsessed, then this is a great chance to combine logical and creative thinking to breathe new life into these old sayings. Look at a rainbow or color wheel and see if any feelings or ideas jump out to you. Maybe you feel a certain calm when you see fuchsia, so “out of the fuchsia” might mean a solution that came from deep meditation, a practice introduced to you by your late grandfather. Perhaps you associate sky blue with familial love, and “a blue thumb” would mean someone who is very in tune with their family, culture, and traditions. Ultimately, your argument will (hopefully) show admissions how your brain works and pepper in a few insights as to the kinds of things you hold dear along the way.

Essay Option 2

“ah, but i was so much older then / i’m younger than that now” – bob dylan. in what ways do we become younger as we get older, – inspired by joshua harris, class of 2016.

This prompt will surely appeal to the philosophers among you, as it invites you to consider the trajectory of a person’s lifetime. With such a broad field to choose from, your answers can vary from the biological (some of our blood cells regenerate every four months , so they are always younger than the rest of us) to the comedic ( embracing cartoons that you used to pretend you were too old for ) to the profound (dementia patients reverting to childhood). As you brainstorm, make a list of all possible examples of this phenomenon and choose the ones that get you excited and that you can weave together into an essay that reveals what matters to you. Remember, admissions wants to see both creative thinking and strong analytical capabilities while learning what makes you tick. If anyone else could put their name at the top of your essay, you haven’t identified the right topic yet.

Essay Option 3

Pluto, the demoted planet. ophiuchus, the thirteenth zodiac. andy murray, the fourth to tennis’s big three. every grouping has something that doesn’t quite fit in. tell us about a group and its unofficial member, why (or why not) should it be excluded, – inspired by veronica chang, class of 2022.

If you love finding patterns, solving puzzles, or identifying what holds groups together, this is the prompt for you! As you go through your daily life, start observing and jotting down instances of “the odd man out.” As your list increases, see which ones jump out to you. Maybe you have the perfect explanation for why Washington, DC can’t become a state. Perhaps you’re ready to defend the tomato’s inclusion as a vegetable even though it’s technically a fruit. As with the other prompts, your choice can be as serious or frivolous as you like, as long as it is well reasoned and creative! 

Essay Option 4

“daddy-o”, “far out”, “gnarly”: the list of slang terms goes on and on. sadly, most of these aren’t so “fly” anymore – “as if” name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”, – inspired by napat sakdibhornssup, class of 2028.

As language nerds, we at CEA love this prompt, which is perfect for pop culture buffs, linguistics fans, or those of you whose parents think their generation’s slang is “da bomb!” You can approach this either by choosing an old slang term you like and expounding upon it or by identifying gaps in our current English language use and finding a term to fit; what ideas or emotions are we leaving unexpressed without some crucial piece of missing slang? Sure, we can say something is “all that,” but do we need to indicate it’s “all that and a bag of chips ”? Maybe! Note that the prompt also allows you to choose slang from other languages, so those of you with multicultural backgrounds can highlight that through your choice of phrase. Bonus points if you weave in multiple examples as the prompt does so effortlessly!

Essay Option 5

How many piano tuners are there in chicago what is the total length of chalk used by uchicago professors in a year how many pages of books are in the regenstein library these questions are among a class of estimation problems named after university of chicago physicist enrico fermi. create your own fermi estimation problem, give it your best answer, and show us how you got there., – inspired by malhar manek, class of 2028.

Finally, a prompt for the mathematically inclined! The key here is to think of an estimate that is aligned with your interests. If you’re an electrical engineering nerd, maybe you want to estimate the number of circuits in UChicago’s Physics Building. If you love anime, maybe you’ll estimate the number of pen strokes in an episode of your favorite show. If you’re into fashion, perhaps you’ll estimate the number of stitches sewn into Janelle Monáe’s Met Gala gown. As with many questions on your math tests, this prompt asks you to show your work, so be sure to share every step you took to arrive at your answer. Remember, the goal is not necessarily to get the answer right, but rather to learn more about you and how your brain works. Don’t be afraid to get weird!

Essay Option 6

And, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

We love all the prompts from the past —there are so many quirky ones! If this year’s questions aren’t inspiring you, don’t be afraid to peruse the archives to find one that stands out to you. If you belong at UChicago, there is no doubt you will find a prompt that sparks a story within you. 

We’d also like to note that this is a great opportunity for recycling essays. If you wrote a strong longform essay for another school, see if any of the old prompts work in your favor, or make up your own question custom-built for your essay. Good luck! 😊

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A Guide to the UChicago Supplemental Essays 2024-2025 

• October 31, 2024

Supplemental essays are an essential part of any college application, but UChicago stands out among the top schools for its unique and sometimes mind-bending essay prompts. These prompts change each year and ask students to think in ways they likely haven’t for their college applications. Each of these essay prompts is designed to give Admissions Officers insight into an applicant’s mind, and the way one answers these questions can vastly affect their admissions outcomes. To give students the best chance of acceptance to their dream school, here’s InGenius Prep’s guide to the UChicago supplemental essays 2024-2025.

The UChicago Supplemental Essays 2024-2025

Question 1 (required), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions Officers already know it’s a great school. When reading your response to this question, Admissions Officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

• Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa—they’ll know) 
• What specific majors are you interested in and why? 
• Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
• Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect —how do you hope to find your people on campus? Is it the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that calls out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show Admissions Officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose one)

Option 1: we’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed” or “tickled orange” give an old color-infused expression a new hue and tell us what it represents..

Many of the extended essay questions ask something very unique and unconventional. This is part of UChicago’s style for supplemental prompts, but one of the key takeaways students should remember is that Admissions Officers at UChicago want to understand the way your mind works. These questions aren’t necessarily asking about your accomplishments or your personal experiences—they’re more about getting an understanding of your thought process. 

Natalia Ostrowski, Former Admissions Officer from UChicago, provided her insights for this first prompt, “What kind of student would this [prompt] be good for? Maybe an artist, maybe a linguist. Because you have two things: the expression itself and then the color. So how do those work together? There can be a lot of interesting approaches and each should relate to one another—or related to your area of interest to expand on your persona and make it more memorable.”

Option 2: “Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

Beware: students tend to respond very similarly to this question, even if they have wildly different profiles and academic interests. Here are Natalia’s thoughts:

“This is one of those [questions] where you can fall into the trap of writing about yourself. You can talk about being young, but that’s not exactly what Admissions Officers want to read about. So this is a more general question with a philosophical, academic point of view… This is going to be a popular question and probably going to be answered [by students] in the same way.”

Students should consider answering this question if there’s something unique or distinct about their answer they know will stand out from other applicants. 

Don’t fill this essay with the first response that comes to mind. Given the theme, many students are likely to have very similar responses. Review the other UChicago essay prompts and see if there’s one you think would invite a more interesting response before choosing this one. 

If you do choose this question, take the time to think about the idea presented and come at it with a unique perspective that you feel would make an interesting essay. 

Option 3: Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

This question invites students to discuss something that they know a lot about and are invested in. This question allows students to talk about something they’re passionate about—whether or not it exactly correlates with their academic interests. 

Natalia added, “This is a really great opportunity to nerd out about your interests. Whether it’s your academic interests or just a hobby you have—geek out about it. People have strong opinions about their interests all the time. They talk about it with their friends and have discussions about it. So, this is a fun question, especially from the perspective of a fourth member who is or isn’t valid. So have fun with this one. I think it’s really fun, and it can also be more unique depending on a student’s interests.”

Option 4: “Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”

Many students are likely to give a personal answer to this question, but it’s also worth exploring a more academic or historical angle. 

“I think Admissions Officers would appreciate a more academic answer to this essay. For example, maybe your response has something to do with your family history… You can talk about a certain phrase that has meaning for you, and you can make a connection with that phrase and your family. If it’s personal, that’s great. It can also be something from a movie you watched, and you can talk about its significance at the time.” —Natalia.

Students with an interest in history (especially as it relates to their own background) may bring that perspective to this prompt and create a unique essay. Just make sure it doesn’t turn into a personal statement. 

Option 5: How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

The Fermi question invites a more analytical, logical-based response, and this is a great question if students want to take a more research-based approach to their supplemental essays. 

Natalia gave her insights about this prompt, “This should not be another personal statement. This should be a thought experiment. Pretend you’re in a classroom and you’re giving your opinion on this based on primary text… It should be more of a paper rather than a personal statement. That’s a big distinction. And the more successful essays were those that showed how a student’s brain worked based on this idea. That’s why these questions are the way they are.”

Stick to the idea presented by the prompt, find an interesting angle for your Fermi estimation, and respond similarly to how you would a research paper. 

Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you don’t like any of the other options, take a look at 30 of the previous years’ questions that UChicago has provided to inspire you! The question “What can actually be divided by zero?” might appeal to you more than any of the new prompts for UChicago supplemental essays 2024-2025—and that is perfectly okay!

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own silly prompt with the plethora of options in your arsenal. Take the time to consider your topic and answer—but most importantly, Natalia adds, “Don’t use an essay you used for school!”

While UChicago doesn’t prefer that you answer questions 1-5 rather than 6, carefully weigh your options before you decide to pick number 6. Is there nothing you might have to say for the first five essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers), put your unique spin on a previous—or completely original—question!

Additional Tips for Writing the UChicago Supplemental Essays 2024-2025

Now that you’ve taken a look at the prompts for the UChicago supplemental essays, here are a few tips to help your brainstorming process: 

• Standout essays for standout prompts: The prompts for the UChicago supplemental essays 2024-2025 are, without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt that asks for a more academic-leaning response if you’re not a creative writer. While it’s fine to find an option that’s tailored toward your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out from the competition. 

• Don’t let the prompts discourage you from applying to the school: While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions, and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

While UChicago’s supplemental essay questions deviate from the typical prompts seen at most schools, these essays are still a great opportunity for students to stand out from the crowd! The way you approach these questions will give Admissions Officers a peek into the way your mind operates. Don’t just highlight your experience or focus on your personality. These questions ask you to explore ideas, and a compelling response can show Admissions Officers that you’re a free-thinker and a good fit for the UChicago community.  If you need further guidance from an admissions expert, InGenius Prep is here to help! Our team of Former Admissions Officers from top schools like UChicago know how to approach these questions. We can help you craft the perfect application and get you one step closer to that acceptance letter. Book a free strategy call and get started on your admissions journey today!

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How to Write the University of Chicago Essays 2023-2024

The University of Chicago is famous for its unconventional supplemental essay prompts, and this year is no exception. While there is one traditional prompt that asks you to write about your interest in UChicago, the star of your essay package will be your response to one of seven incredibly outside-the-box prompts (with the seventh being a choose your own adventure).

Because the brainstorming you’ve done for all your other college essays is unlikely to help much here, you want to make sure you leave yourself extra time to really give these prompts the attention they require. One thing you’ll quickly realize is there’s no way to “brute force” your answer—you just need to be patient and let your ideas develop.

In this post, we’ll break down each prompt for you, so that, while you’ll still have to harness your own creativity, you can be confident in your overall approach.

Read these UChicago essay examples to inspire your writing.

Before You Begin Writing  

The University of Chicago’s prompts are famous (infamous? both?) for being different, quirky, and sometimes downright weird. Have you ever seen the word cheese or pie in a college essay prompt before? I’m guessing not. But don’t get discouraged or overwhelmed—the weirdness of the UChicago prompts makes them ripe with opportunity to explore your passions, interests, and personal oddities. 

You know that subject you avoid in casual conversation, because it turns you into a gushing ball of enthusiasm that could talk for hours ? UChicago wants to hear about it. Whether it’s feminist literature of Southeast Asia, modern perception of African art, or your job at Colonial Williamsburg, UChicago has happily passed you the mic. 

While your creative opportunity has few bounds, there are some key strategies to conquering the UChicago essays. Keep this checklist of things in mind as you write: 

Unconventional topics often require unconventional styles. 

UChicago essays should definitely be viewed as a piece of creative writing, rather than a dry analysis. When you are in college, you will be asked to write thesis-driven essays, but that’s not what the UChicago essays are asking for. You need to have a clear focus, but you should be comfortable disrupting the familiar rhythms of essay prose. This can mean vivid (and I mean vivid ) imagery, addressing the reader directly, sentence fragments, CAPS, lists, and anything else! Toss in some wild jargon from your field, phrases from another language, anything you’ve got—as long as you explain them. You should try to be imaginative, engaging, and colorful while maintaining an authentic voice and staying focused with your subject matter.

Communicate who you are as an academic.

The point of your essay is still to tell admissions officers about yourself. Give them an image of how you will perform in and contribute to an academic environment. You can’t just gush about your topic—you have to prove that you can engage with it at a highly intellectual level. Explain research protocol, cite specific books you’ve read, mention your AP and IB classes, or give examples of how you’ve collaborated with others to produce results. 

UChicago admissions don’t want a student who says “I love physics”; they want a student who says “I love physics so much that I stayed up until 4 am reading Cosmos by Carl Sagan, and I use meatballs to diagram the moons of Jupiter to my friends, and I took Calc III because I plan on studying mechanical engineering with a focus on aerospace materials.” Be detailed about your studies; be explicit in your interests. 

Marry yourself to your topic.

Be sure to include the first person; you are the main character here, not whatever subject you’re writing about. The subject is an avenue to tell admissions officers about you. You aren’t trying to get your latest film, your famous lasagna, or your community service project into the university— you are trying to get in . Don’t be afraid to center yourself. How do these objects from your past illuminate facets of your personality? What do your interests say about you ?

And, as always, answer the prompt!

Print out the prompt, circle key words, hang it on your mirror. Read it, then read it again, and again . Sit with the prompt, get some (probably crazy!) ideas, then repeat the process! Many UChicago prompts are dense in their weirdness. Some of them take time to even understand. Many prompts will reveal themselves to you in your everyday life (after you’ve read them over and over again). Some of them just take deep thought. The key is to keep thinking and focus on what the prompt is asking. You’ve got this!

All the UChicago Essay Prompts

Prompt 1: (required), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., prompt 2: extended essay (required; choose one).

Option A: Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary. —Inspired by Emmett Cho, Class of 2027 

Option B: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer. —Inspired by Ryan Murphy, AB’21 

Option C: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match). —Inspired by Garrett Chalfin, Class of 2027 

Option D: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. —Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027

Option E: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why? —Inspired by Adam Heiba, Class of 2027 

Option F: There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!) —Inspired by Maryam Abdella, Class of 2026 

Option G: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

The pressure’s on to be unique here, since EVERY SINGLE APPLICANT to UChicago will be answering this required question. Here’s what you need to do:

Provide a tangible connection to UChicago. 

This is composed of specific elements of the university that appeal to you, and UChicago’s website is a great place to delve into these. Be sure to be “particular,” as they stipulate, and give them the “specificity” they’re asking for. Examples include research opportunities at Argonne Labs, the marketing classes in the Business School, or an internship offered through the Creative Writing program. 

Don’t write about UChicago’s general attributes, like fame, prestige, or “intellectual rigor.” And please don’t try to be clever and refute the old canard that UChicago is the place “Where Fun Goes to Die.” Application readers have seen this hundreds, if not thousands of times. And besides, why talk about a tired UChicago stereotype when you can talk about something cool? 

Describe your intangible connection as well. 

How is UChicago a place that aligns with your values, dreams, and goals? How do you vibe with it? For example, if I wanted to write about the Creative Writing internship, I would state explicitly how it draws me in: 

“ I want to attend a college that values the innovative nature of indie comics publishing as much as I do. So, I’m impressed by UChicago’s commitment to providing internships in comics writing through Bult Publishing and The Artifice magazine. One of my goals as a writer is to gain firsthand experience in comics publishing, specifically small houses, and the Creative Writing program at UChicago hits the mark, resoundingly. ”

Engage with faculty and students, if possible. 

This is a perfect place to talk about specific interactions, like sitting in on an inspiring seminar during a campus visit, hearing a professor speak, or seeing how UChicago has prepared a friend for his career. 

However, always be sure to tie these experiences into your own goals and interests! For example, don’t just name-drop a certain Professor Smith. Instead, take the opportunity to find a personal connection to Smith’s research and how great UChicago is for supporting people like her. Your format should be

        Program/Individual/Major – UChicago’s Values – My values

If you want to learn more about a specific professor or their subject, don’t be afraid to politely email them or contact their department. Many love to talk about their work and their interests, or would love to put you in touch with current students. This will better inform you about the school and give you a great edge for this prompt. And, more importantly, you’ll probably get great advice for your higher education journey. Note: the earlier you prepare for this, the better!

It’s worth noting that there is no recommended essay length, but sticking to around 500 words should do the trick. It’s long enough to share the reasons you’ll thrive at UChicago, but not too long that the admissions officers will start to get bored.

Prompt 2: Extended Essay (Required, Choose One)

Choose one of the six extended essay options and upload a one- or two-page response. Please include the prompt at the top of the page.

Prompt 2, Option A

Exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary. —inspired by emmett cho, class of 2027.

Brainstorming Your Topic

You’ll notice with UChicago’s prompts that, while unusual, they are usually quite specific in what they want you to write about. The challenge is that the category is likely not something you’ve ever spent much time thinking about, so figuring out what you want to write about will take a lot more effort than, for example, explaining what a particular extracurricular activity has meant to you.

Here, one thing you have going for you is that the examples UChicago provides of “undoers” cover a pretty wide range of things. You can write about a sophisticated pair, like beta decay and electron capture, but you can also write about something as familiar as pencils and erasers.

Because of this flexibility, a good place to start your brainstorming is by thinking of some of your interests, and then trying to identify a pair of undoers related to that interest. For example, maybe you’ve always really enjoyed doing your hair and makeup. A curler and a straightener would absolutely work as a topic for this prompt. Alternatively, if you’re interested in anatomy, you could write about systole and diastole, the contraction and relaxation of the heart.

If this approach isn’t getting you anywhere, zoom further out, and think about everyday activities and objects, to see if that sparks an idea. For example, maybe you’re wandering around your house, and see your mother’s old sewing kit, which inspires you to write about scissors and thread. Or perhaps you’re thinking about your commute to school, and you realize drive and reverse would work.

Remember that the whole point is to be creative. Don’t worry about what UChicago admissions officers “want” to see, because honestly, they aren’t trying to angle you in a certain direction. If they were, they wouldn’t give you a prompt that was so difficult to brainstorm for. So if something comes to your mind that you feel excited about, run with that—don’t get in your own way by asking yourself if it’s “good enough.” As long as you’re inspired, the answer to that question is a resounding “yes.”

Tips for Writing Your Essay

The goal of your brainstorming process is to pick “two things that undo each other.” Once you have them, you can move on to drafting your actual essay, where your goal is addressing the second half of this prompt: “explain[ing] why both are necessary.”

Although UChicago doesn’t say it outright, the key to a strong response is reading the word “necessary” through a philosophical lens. UChicago doesn’t want you to literally explain why a car needs to have both drive and reverse. That approach would lead to an overly academic-feeling, dry essay, as it’s obvious why a car needs to be able to move forwards and backwards, and remember, the point of this essay is to show off your creativity.

Rather than being literal, you want to think of how you can use your undoers to make a deeper point about how you see the world. UChicago may choose unusual packaging, but this is still a college essay, so the point is ultimately to teach admissions officers something about yourself, so that they can better envision you as a member of their campus community.

Obviously, there’s no one right way to do that, but a good place to start is by thinking of how you might connect your undoers to a story from your own life. Again, this is still a college essay, and relying on specific examples (and using descriptive writing to flesh out those examples) will make your response much more engaging to read.

For example, maybe you focus your essay on a road trip your family took when you were little, and talk about how, without reverse, you would never be able to return to the places you visited where you made such fond memories, but without drive, you wouldn’t be able to continue exploring new destinations. 

You could even get more creative than that, if you’re feeling so inspired, as UChicago sets no rules for how you need to structure your response. So, to run with a different example from the “Brainstorming” section, maybe you talk about how when the heart contracts and sends blood circulating through the body is when you feel connected to the world, and can better understand the great writers of history like Shakespeare, Lao Tzu, and Ovid. When the heart relaxes, on the other hand, is when you retreat into your own thoughts, and wonder about how you can leave your own mark on this tiny planet spinning through the blackness of space.

Your approach will likely look completely different from both of these examples, but hopefully they at least help get your gears turning by giving you some general thoughts about how you might set up the “this and that” dynamic. 

Mistakes to Avoid

Pretty much the only thing we’d encourage you not to do is write about one of the pairs of undoers UChicago lists in the prompt. You may be tempted to, either because you genuinely feel a connection to one of them, or because you’re just suffering from terrible writer’s block and can’t think of anything else.

Remember, though, that the point here is creativity, so using an example UChicago came up with for you will be a letdown for admissions officers. Plus, as with any college essay, you want your response to set you apart from other applicants, and there will likely be a good number of other students who end up settling for one of the examples provided.

If you really are completely stuck, we have good news for you—there are six other prompts you can choose from here! While still unusual, of course, hopefully you’ll feel more of a kinship with one of them than you do with this one.

Prompt 2, Option B

“where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer. —inspired by ryan murphy, ab’21.

If music is a big part of your life, either because you play an instrument or sing yourself, or because you are a fan of a certain style of music or even a particular artist, you may feel immediately drawn to this prompt. Maybe you even already have a line in mind that you want to focus your essay on.

However, you can also write a strong response to this prompt even if you have no musical experience whatsoever. The lyric or song title is just the leaping off point for the essay—the points you make can be totally unrelated to music. The only thing to be aware of is that, if you have a more limited musical background, brainstorming may take a little longer, as you’ll have to do more work to think of possibilities.

Regardless of your experience with music, or lack thereof, once you decide that you’re responding to this prompt the best place to start your brainstorming is with artists or songs you already enjoy listening to. Even though, as noted above, the lyric/title is just your starting point, the beginning of your essay will be much more engaging if you already have some sort of connection to it. Genuineness is one of the biggest things admissions officers are looking for in evaluating essays, and that’s a quality that’s impossible to fake. If you just google “famous songs with questions in the title,” your essay may start off feeling dry or impersonal.

Instead, open up your Spotify “On Repeat” playlist, and see if any of the songs there have a question in the title or the lyrics. If none of them do, turn to some of your old favorites, and scan those.

Ideally, the song you choose will already reflect something about you, both because that personal connection will, as noted above, make your essay more engaging to read, and, just as importantly, because it’ll make it more fun for you to write. Here are some examples of how your brainstorming process could go, to hopefully help get your own gears turning:

• Your parents always insisted on playing the oldies radio station when driving you to school, so you pick the line “Will the farmer push the pen, will the writer pull the plow?” from Elton John’s “Lady What’s Tomorrow.” 
• You’re a huge Taylor Swift fan, so you decide to write about her cryptic line “Do you really want to know where I was April 29th?” from the song “High Infidelity.” 
• You have a niche artist you really like, like the Swedish singer Isak Danielson, and so you choose the line “Wouldn’t you say there’s a light in the darkest moment?” from his song “Always.”

Keep in mind that literally every song is available to you, so don’t be afraid of picking a lyric that may seem silly or “out there.” For UChicago, the more unconventional your response, the better. So, if you loved the Barbie movie, you can absolutely write your essay about the line “Is it my destiny to live and die a life of blonde fragility?” from Ryan Gosling’s climactic performance of “I’m Just Ken.”

Also keep in mind that you don’t have to go with the first question you find. In fact, we would suggest not doing that, unless that question really speaks to you. You want to be sure that the question you choose can support a pretty lengthy response to it.

To ensure your question works, we would encourage you to keep a list of possibilities, and once you have 5-10, think more deeply about each one, and how you would structure an essay responding to it. Whichever one makes you feel most excited/inspired is likely your golden ticket.

The number one thing to focus on in writing your actual essay is answering your question in a way that teaches UChicago admissions officers something about you. While, like with all of these prompts, creativity is a strength, this isn’t your journal, nor is it a philosophical treatise. It’s a piece of reflective writing that will hopefully help you gain acceptance to an excellent university.

To ensure your answer to the question is not merely interesting, but also contains information about your personality, think about connections between your own life and the line you’ve selected. These connections can be on the abstract side, so long as you’re confident in your writing abilities, as you’ll need to be able to explain them in a way that your readers will be able to understand. 

If you’re not sure you’ll be able to do that, we recommend sticking to more straightforward connections, as a simple essay that your reader can follow is much better than a complicated one that they can’t. To give you a general idea of how you can relate your own life to your song title/lyric, here are some examples of both simple and more complex connections you could make to the sample lyrics listed in the “Brainstorming” section above:

Simple Connections:

• You like to write, and you also like to garden, so you write an essay about how people are complicated, and can have a wide range of seemingly dissimilar skills and interests
• April 29th is your grandfather’s birthday, so you decide to write about all the wonderful celebrations you’ve had on this date when visiting him at his home in Maine
• You write about how your favorite part of any holiday is the light-up decorations on people’s houses, as they provide light even during the darkest parts of the year, and describe some of the best decorations you’ve ever seen
• You have very delicate blonde hair, and finding the right shampoo has been a lifelong odyssey, so you decide to describe some of the most humorous moments in that saga

Complex Connections:

• You write a satirical piece about a writer and farmer swapping jobs for a day, and their frustrations as they try to learn new skills, and use these characters’ interactions to flesh out some of your own opinions about the world
• April 29th is 4/29 numerically, and 29-4 is 25, while 29+4 is 33, so you write about where you see yourself being at these ages
• You love physics, so you take “darkest moment” literally, and write about black holes, from which, famously, not even light can escape, and write a fairy tale, incorporating moments from your own life, about a photon being chased across a fictional kingdom by a massive, evil black hole
• You write about the fragile “blonde” things you observe in your daily life, like a fallen yellow leaf in autumn, a delicate piece of honeycomb, and winter sunlight glinting on freshly fallen snow, and what you can learn from these things

As you can see from these examples, whether you go with a simple or complex connection, your approach can be either serious or more on the playful side. While neither is automatically better than the other, we do encourage you to have the courage to at least try something a little more lighthearted. College applications are by their nature mostly pretty dry affairs, and mixing up your tone can do a lot to liven things up and help admissions officers stay engaged. 

That being said, it’s crucial that your response feels natural and cohesive, so if the only ideas coming to your mind are more along the lines of the classic, reflective college essay structure, that’s completely fine. As noted above, the strength of your essay is determined by how much it teaches your reader about you, not by the particulars of topic, structure, or any other “nuts and bolts” detail.

The only real rule when selecting a song title or lyric is one that applies to every college essay: don’t choose one that includes profanity, or that references sex, alcohol, or other “adult” topics. While there’s nothing wrong with enjoying that kind of song in your free time, remember that applying to college is a formal process, so you want to come across as respectful and professional.

In terms of writing your actual essay, you want to be sure that you actually answer the question you’ve selected, even if you do so in an unconventional way—that is the whole point of the prompt, after all. So long as you follow our general brainstorming blueprint, and use your question as a narrow lens to scan your memories and experiences, you shouldn’t have issues with your ideas coming untethered from the question. But still take care that it doesn’t happen accidentally. 

For example, say you write all about your grandfather’s birthday celebrations, but forget to mention what date his birthday is. That’s only one missing line in a one- or two-page essay, but without it, UChicago admissions officers will have no idea what’s going on. So, make sure that somewhere, ideally early in the essay, you clearly and obviously connect the question to your broader ideas and experiences.

Prompt 2, Option C

“vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match). —inspired by garrett chalfin, class of 2027.

When you start thinking about possible portmanteaus, your initial thought may be to begin with more examples of existing ones, like “brunch” or “spork.” We would encourage you, however, to shy away from this instinct. Your job here is to create a new portmanteau, and if you start combing through lists of existing ones, you may have trouble getting those out of your head.

Instead, as we’ve recommended in the “Brainstorming” sections of the previous prompts, turn to your own interests and experiences. Like the other prompts, this should still be an essay about you, and you’ll have a hard time with that if you’re combining two words that you have no personal connection to.

Of course, that doesn’t mean you can’t be creative. Even if you look at the well-known examples given, there’s no real reason that, for example, cross-breeding a labrador and a poodle would necessarily result in an extremely popular new breed. Now, labradors and poodles are both kinds of dogs, so there was a pre-existing connection between these two things. But as you come up with your own portmanteau, keep in mind that the two things you combine don’t have to be obviously related. Unlike the examples given, this word probably won’t ever be used by anyone else, so the “patch” only needs to make sense to you.

For example, maybe one of your favorite memories is when a blizzard canceled school, but you and your soccer teammates met up at practice time anyways, and played “snoccer” for two hours. Snow and soccer are not obviously related—quite the opposite, in fact, as sports games are sometimes canceled because of snow. But because of your personal connection to the topic, this portmanteau will undoubtedly be able to support a strong essay.

Or maybe you are most content when knitting with your cat sleeping in your lap, and you decide to explore this feeling of comfort with the new portmanteau “knitten.” Or, to give an example of two more obviously related things, maybe apples and cinnamon is your all-time favorite flavor combination, so you decide it needs an official name, “applemon.”

In your actual response, your job is to follow the prompt, and explain why you see the two things you’re combining as a perfect match. As we’ve already touched on in the “Brainstorming” section above, your explanation should draw on your own personal experiences. UChicago admissions officers don’t want an academic essay on the chemical reactions that make apples and cinnamon such a satisfying flavor combination. 

Rather, they want to hear about how your life was changed the first time your grandma made you apple and cinnamon doughnuts, and how, since then, your mission in life has been to combine the two flavors in as many different forms as possible—not just baked goods, but also cider, jam, even stuffing for your family Thanksgiving turkey every year since 2018. 

With this kind of approach, your readers don’t just learn that you’re obsessed with these two flavors, but also that you’re creative, resourceful, and dedicated to tradition. The key isn’t to explain why these two things must be connected, but rather what you personally seeing this connection reflects about your personality as a whole.

If you’re having a hard time answering that question, take a step back from the actual portmanteau you’ve selected, and think of some of the qualities that make you who you are and aren’t already captured in your common app essay, or UChicago’s first supplement. Maybe it’s your sense of adventure. Maybe it’s your appreciation for melancholy things. Maybe it’s your love of animals. Whatever it is, see if you can use your portmanteau as a spotlight to shine light on this aspect of your personality.

There aren’t any major pitfalls you need to be on the lookout for with this prompt. One slightly subtler thing you ideally want to avoid is creating a portmanteau that reads clunkily. Notice that the real-life examples UChicago gives, and the ones we’ve generated, flow off the tongue. “Socsnow,” on the other hand, unlike “snoccer,” does not.

If you have two things you’re absolutely dying to combine, but can’t think of a sophisticated way to do it linguistically, that’s okay—it’s not a true emergency if the portmanteau reads a little awkwardly, so long as the essay itself is strong. But, since the whole point of the UChicago essays is to test just how creative you can be, ideally you’ll be able to come up with a word that sounds like something people would actually say.

Prompt 2, Option D

A jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. —inspired by sonia chang, class of 2025, and mirabella blair, class of 2027.

While you of course will still ultimately want to connect your misnomer to your own interests and personality, this is a prompt where using introspection to brainstorm may not make the most sense, as it’s possible that you just don’t have an obvious personal connection to anything that has been poorly named.

Instead, think more broadly about your life and the world around you—current events, pop culture, things your friends and family talk about a lot, and so on. Think deeply about the terms you hear thrown around on a daily basis, and if they actually make literal sense. Odds are, you’ll eventually stumble into a word or expression that doesn’t.

For an example you may have thought of before, the NFL season has just started, so maybe you decide to write your essay on the strangeness of calling American football “football” even  though feet are a relatively minor part of the game. For a more unusual example, maybe you notice a container of Gorilla Glue sitting on your counter after a home repair project, and realize that, as far as you know, gorillas are in no way involved in the making of Gorilla Glue.

As you can hopefully see from these examples, and from UChicago’s given above, there are more of these misnomers scattered throughout the language we use every day than you might originally think. That’s why we encourage you to brainstorm by just sitting and thinking about the words you hear often—there’s no need to open the dictionary. Hopefully, you’ll be surprised how many you think of on your own that just don’t make much sense.

While this should still be a personal, reflective essay, the structure may be more similar to your academic essays, since you’re going to be picking a stance (should the inaccurate name be kept or replaced) and defending it. So, like in an academic essay, you might start off by talking about why your misnomer doesn’t make sense, and then focus each of your paragraphs on a different reason why it should be kept or replaced.

However, unlike in an academic essay, the evidence you give for your position should be based on your own life experiences, not on research or a particular scholar’s position on the matter. You don’t want to explain that football players contact the ball with their foot on only 5% of plays, and so the name should be changed, nor do you want to dig up Gorilla Glue’s mission statement to justify why their name is actually a good one.

Rather, your goal is to use your position on this incredibly niche discussion to make broader points about who you are and how you see the world. To do that, you want to connect your ideas about this particular misnomer to formative moments and experiences from your own life.

For example, maybe you argue for the validity of the name Gorilla Glue by discussing your belief that the natural world is more powerful than any human achievement ever could be, a belief which you have developed as a result of numerous camping, backpacking, kayaking, and rock climbing trips throughout your youth.

Alternatively, you could argue against the name by talking about learning English as a second language, and how the challenging process of becoming bilingual taught you the importance of being precise with the words we use. You could then propose a new name, which may be less snappy, but is more literal: The Glue For When Every Other Fails.

If you do argue against replacing the inaccurate name, don’t be afraid to have some fun with your new idea, and even include some humor, along the lines of the suggestion above. Maybe you can also connect your new name to one of your personal experiences, like the time you and your brother accidentally broke a vase and only Gorilla Glue was able to help you stick it back together before your parents got home. If you wrap up your essay with a name that’s too literal, or present that name in a dry, unexciting way, the ending may fall a little flat compared to the rest of your essay.

UChicago already notes this in the prompt, but, along the same lines as a point we made with Option A, don’t write about one of the examples they give. The whole point of these prompts is showcasing your creativity, which you can’t do if you don’t even come up with your own topic.

On a separate note, you generally don’t want to get political in your discussion of the misnomer you pick. For example, maybe you’re inspired to write about how, in contemporary American politics, the term “Republican” does not align with what it used to mean in antiquity. That is a discussion worth having, but not in your college essay. While higher education does lean much further left than society as a whole, you have no way of knowing the political beliefs of your particular admissions officer. So, it’s best to avoid the risk of writing an essay that happens to go directly against one of their core beliefs.

Prompt 2, Option E

Despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why —inspired by adam heiba, class of 2027.

The key to coming up with a strong topic is to define “game” broadly. Chess and bowling have almost nothing in common, other than the element of competition. So, while your mind may immediately go to something popular like football or basketball, we encourage you to spend a little more time brainstorming, to see if you can come up with something more creative.

As a quick aside, however, if a well-known game or sport is one of your true passions, then you should absolutely write your essay about it. If you’re part of six different fantasy football leagues and co-author a football blog with your older brother, don’t overthink this one. Ultimately, genuine passion and excitement is even more important than creativity, as the very best college essays are the ones that sparkle with the student’s enthusiasm.

If nothing immediately comes to mind, though, that’s okay! Refer back to our original advice, of thinking broadly. And, as always, try to think of games that you have some sort of personal connection to, to ensure your essay will be informative and engaging for UChicago admissions officers.

For example, maybe you think back on all the fond memories you have of spending hours playing Monopoly with your neighborhood friends. Or maybe you think about your family’s vacations to the beach every summer, and about cornhole’s consistent presence in the cool early mornings, hot afternoons, and calm evenings around a bonfire. 

Notice that, to repeat our first point, Monopoly and cornhole are completely different activities, so even if your initial reaction to this prompt is “I don’t like board games, though” or “I don’t like sports, though,” don’t rule it out as an option right off the bat (no pun intended).

One last word of advice, which you probably don’t even need at this point for UChicago’s prompts: don’t be afraid to think way outside the box. Maybe you’re one of the founding members of your local beach korfball team. UChicago admissions officers have probably never heard of korfball, which is like basketball but with no dribbling, no backboards, and fully co-ed teams. But they will assuredly love learning about the game, and why you think it will outlast others that are far more popular today.

As we just highlighted at the end of the previous section, remember that this prompt isn’t just “Write about a game.” Rather, your discussion of the game you choose needs to address the question of why you believe it will endure for thousands of years into the future, like chess and bowling. And, as always, although the question is somewhat academic in nature, your response should be grounded in your own personality and experiences, to show your reader what your opinion on this particular topic says about your potential as a UChicago student.

To illustrate the contrast between an “academic” response and the more personal tone you should be shooting for, compare these two potential approaches:

Approach 1: Explaining your belief in the enduring power of Monopoly by discussing how the game’s hundreds of different variations, focusing on everything from Star Wars to mountaineering, have allowed it to attain worldwide popularity and reliability.

Approach 2: Explaining how, although you haven’t played Monopoly with your neighborhood friends in years, the game played a big part in forming a strong foundation for your friendship, which lasts to this day, and you think it will continue to do the same for others far into the future.

Hopefully, the difference here is clear. The first one, while informative, doesn’t teach us anything about your own experiences, beliefs, or overall personality. The second one, on the other hand, shows that you are a loyal friend, have an appreciation for the universality of certain human experiences, and are somewhat nostalgic. Those tangible attributes will allow UChicago admissions officers to get a clear sense of how your values align with theirs, and how you would fit into their campus community more broadly.

Particularly if you fall into the category of someone who immediately has a game you truly love come to mind, make sure you stop for a second and ask yourself if you already wrote your common app essay about that topic. If the answer is yes, unfortunately you’ll need to pick a different game here, as the point of college essays is to teach admissions officers something that isn’t already captured elsewhere in your application. You’re already working with limited space, so don’t voluntarily limit yourself even further by repeating yourself.

Another word of caution is that, if you pick a highly unusual game like korfball, don’t spend too much time explaining the rules. You’re not a coach—you’re an applicant to UChicago. So, you don’t want to spend three paragraphs explaining niche penalties and strategies to avoid drawing them, as that won’t help UChicago admissions officers envision what you’d contribute to their campus community. 

Of course, you do have the freedom to be as creative as you want with your response. So, you could effectively structure your essay around the rules of korfball by, for example, focusing each paragraph on a different rule and connecting the idea behind that rule to an experience from your own life. Ultimately, the only thing that matters is that the essay doesn’t become all about korfball. Like with any college essay, regardless of your topic, ultimately this needs to be an essay about you .

Prompt 2, Option F

There are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy) —inspired by maryam abdella, class of 2026.

This topic may initially seem a little trickier to brainstorm for, since UChicago doesn’t provide you with any concrete examples of the “unwritten rules” they’re talking about. But, along the same lines as much of our advice in the previous “Brainstorming” sections, if you take a step back and let your mind wander a little, you’ll likely find that you’re able to come up with plenty of unwritten rules you find annoying.

A good place to start is thinking back to your childhood. Was there something you often got yelled at for, but didn’t understand why? Maybe you used to put your elbows on the dinner table. Or you never entirely got why your mom was so insistent that your socks had to match.

You can also think about pet peeves you have today, of course. For example, maybe you hate the “driver picks the music” rule, because your music taste is different from everyone else’s in your friend group. Or you could write about a niche unwritten rules imposed by your parents, teachers, coaches, or friends. Maybe your parents insist that the dog eats after you do, but you always feel terrible watching her beg during meals. Or your lacrosse coach won’t let anyone drink Gatorade that’s not one of your school colors.

As you’re probably sick of hearing by now, you also want to make sure that you have a strong enough personal connection to this rule to write a pretty long essay about it. So, as you’re coming up with possibilities, ask yourself why you don’t like this rule. “Because I don’t” won’t make for a very exciting response. 

What will keep admissions officers engaged is a link between your dislike of this rule and your personality, interests, goals for college, and so on. So you’ll want to be sure that link is there before you decide on this prompt as the one you’re responding to.

As always, once you sit down to actually start writing, the key is to make your essay about the link between this unwritten rule and yourself, not about the unwritten rule itself. And, also like with the other prompts, you want to be creative in how you flesh out that link.

For example, in explaining your dislike of your coach’s Gatorade rule, maybe you talk about how your school colors are maroon and gold, but your favorite color is purple, and you love the color so much that it’s become a fundamental aspect of your personality, so it almost physically pains you that you can’t drink purple Gatorade. You could then talk about several of the purple things you love most, and why they’re important to you, like Taylor Swift’s Speak Now , which is your favorite album, the Baltimore Ravens, who are your favorite football team, and Ursula, who is your favorite Disney villain.

Alternatively, you could talk about some of the conversations you’ve had with strangers after they notice your mismatched socks, and how to you, that shows that, while unwritten rules are supposed to enforce some order in a chaotic world, the real foundation of life-human connection—can only be found outside those rules.

Hopefully, these two examples help illustrate that you don’t have to take a “serious” approach to this prompt. As we noted in our breakdown of Option B, writing a more lighthearted response can feel risky, but in reality breaking up the overall formality of your application can be a great way to set yourself apart from other applicants who have taken a more conventional approach. 

That being said, if you’re not confident you’ll be able to make it work, don’t stress. The most important thing with any college essay is that it authentically reflects who you are, and that won’t happen if you’re forcing anything or overextending yourself. Our only point is that, if you do instinctively see an unusual path leading from this prompt, don’t be afraid to take it 🙂

Keep in mind that a college essay is not the same thing as a lunchtime conversation with your friends. So, make sure that, in discussing why this particular unwritten rule irritates you, you don’t accidentally rub someone who doesn’t know you the wrong way.

For example, maybe you think it’s silly that the chef is supposed to serve themselves last, even though they’re the one who cooked the food. This position has merit—you’d likely find plenty of people on the street who agree with you. But if you frame your response around the belief that you should be the first one to enjoy the fruits of your labor, you may come across as callous or even selfish.

Instead, try to structure your opinion around positive traits, ones that UChicago admissions officers will be looking for in their incoming freshman class. For example, you could talk about how you don’t like this unwritten rule because it sets the chef apart from everyone else, which goes against your belief that food and mealtimes should be a place for people to be equal and connect. So, maybe the chef shouldn’t necessarily be served first, but being served last all the time feels counterproductive.

Prompt 2, Option G

And, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Again, this prompt is, on the surface, granting you a lot of leeway. UChicago even ends it with an exclamation point! But you should always remember: they expect a disciplined, thorough, rigorous essay. Don’t let your sense of fun and frolic drown out your serious intellectual ideas.

Pick a prompt that inspires you to write, and connects with your academic interests. If a prompt jumps out at you, and you’re immediately filled with ideas, it’s probably a good fit. Just take it slowly, jot your thoughts down, and get to work. 

Involve your personal connection to that prompt. If you’re not answering any of the 6 prompts UChicago has issued this year, the onus is on you to prove that you and the archival prompt you’ve picked are a match made in heaven. This means having a lot of knowledge and personal investment in your subject matter, and an angle/perspective totally unique to you. 

If making your own question, remember this: YOUR QUESTION IS YOUR HOOK. So make sure it’s not a question that could be found on a standard-issue application, like “When did I overcome a challenge?” or “What’s a place that feels like home?” These prompts are everywhere. They won’t get the job done, and they won’t make an unforgettable first impression. But “Why did I lock myself in the basement and watch The Bee Movie for eighteen hours?” That’s a different story. 

If you look at past UChicago prompts, they tend to be fond of certain things: numbered lists, fairy tales, common phrases, and items of pop culture that can be re-contextualized. They also like hearing your answers to famous questions, and you might have a unique answer to “Et tu, Brute?” or “Do you like pina coladas and getting caught in the rain?” Just remember that the novelty of the question, while the hook of your essay, is not its substance. If your biography and scholarly interests don’t involve pina coladas, or rain, you might just have to pick a different question to answer – as wonderful as that eternal question is.

UChicago essays take a lot of time and thought—but don’t overthink it. The university wants to hear what you have to say, in its full form. That’s why they give you a page limit, and not a word limit—no last minute cutting! Fully develop your ideas in a way that feels natural. If a paragraph needs to be a little thicker, or if you need to include a longer quote from your favorite author, don’t worry about it. These essays can be fun to write and extremely effective.

You can look up lots of examples of essays online, but try not to get intimidated. It’s the nature of the UChicago essays to encourage everyone to showcase their expertise—which is exactly what you should try to do! You may read sample essays and think, “Wow. I’ve never spent a month in Arizona digging up fossils. How can I ever compete?” Try to reframe the essays as a Giant Celebration of everyone’s achievements and interests not a Competition.

If you’ve written your UChicago essay and are looking for feedback, you might want to check out our free peer essay review and paid expert essay review . Since the UChicago essay prompts are weird, it’s important to get an extra set of eyes on them to make sure they are clear and engaging! You can also improve your own writing skills by editing other students’ essays.

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UChicago Supplemental Essays 2024-25 – Prompts and Advice

July 8, 2024

UChicago has long been known for its “provocative” essay prompts, viewing them as a chance for “students to talk about themselves, their tastes, and their ambitions.” The University of Chicago admissions committee invites you to approach the UChicago supplemental essays with “utter seriousness, complete fancy, or something in between.” While writing this “uncommon essay” sounds like a real lark, we have to keep in mind the sobering facts that UChicago admits just 4% of applicants, and the mid-50% SAT range of those who enroll is 1510-1560. This level of competition places the UChicago essay prompts squarely in the spotlight.

(Want to learn more about How to Get Into UChicago? Visit our blog entitled:  How to Get Into the University of Chicago: Admissions Data and Strategies  for all of the most recent admissions data as well as tips for gaining acceptance.)

When applying to an institution like the University of Chicago that rejects 19 of every 20 applicants, you’ll need to put maximum effort into every area of the application, including the two UChicago supplemental essays. Below are UChicago’s supplemental prompts for the 2024-25 admissions cycle along with our advice for composing a winning essay.

UChicago Essay Prompts – Question 1  (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

For the absurd level of uniqueness in the prompt choices in Question #2, Question #1 is as common as they come—the good ol’ “Why Us?” essay, Chicago style!

How to write a winning “Why University of Chicago?” essay

• Specify how you will take advantage of UChicago’s endless resources, both inside and outside of the classroom.
• Cite specific academic programs, professors, research opportunities, internship/externship programs, study abroad programs, student-run organizations, etc.
• Show evidence of how your past/current endeavors will carry over onto the University’s campus community.
• Lastly, note any special talents and passions that you bring to the University of Chicago.

Examples of items to include in a “Why UChicago?” essay

Examples of items that quality “Why UChicago?” essays may touch upon include:

• Two-thirds of UChicago professors live in Hyde Park, making for a particularly cohesive campus.
• 80% of undergrads elect to participate in undergraduate research .
• Additionally, the quarter system allows students to explore a greater number of courses each year in a more in-depth manner.
• 85% of UChicago classes enroll fewer than 25 students.
• The school has 160+ research centers, institutes, and committees.

UChicago Supplemental Essays (Continued)

• Many students win Rhodes, Marshall, and Fulbright Scholarships after graduation.
• The Jeff Metcalf Internship Program also offers 3,500 paid internships.
• UChicago has 450 student organizations .
• The university sponsors 66 study abroad programs in 31 cities ; many include chances to study with UChicago professors around the globe.

Of course, these are just a small sampling of the thousands of possible features that could be part of a successful essay, but we hope this helps your brainstorming session take flight!

Question 2: Extended Essay (Required; Choose one)

Before offering a few words about how one might address each of the following prompts, we want to stress to future UChicago applicants that there is no right way to talk about color-infused expressions, demoted planets, or Fermi estimation problems. What matters is that your response to any of the following prompts demonstrates your excellence and creativity as a writer. If the first five prompts don’t appeal to you, there is no downside in constructing your own via option #6.

University of Chicago Supplemental Essays

Essay option 1.

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.

An applicant can quite easily take this in a very serious or seriously humorous direction. Our only suggestion is that your rule doesn’t include the phrase, “If it’s yellow, let it mellow.” Or, it can. This is the UChicago supplemental section. Anything goes. Get weird.

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

As with all UChicago questions, you can take this in a serious or off-the-wall direction. For example, as we get older, many of us need additional physical and/or mental support, similar to young children. Alternatively, we may adopt a “younger” attitude as we get older, perhaps not caring as much about what others think about us, or vowing to live life more spontaneously. Or, you could get a little wild and talk about how the version of yourself in any given photograph will seem younger and younger the older you get. Overall, if ruminating on Bob Dylan lyrics appeals to you, knock yourself out. If not, keep moving down the list of prompts…

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

A few years back, UChicago offered a prompt for imagining that the moon was made of cheese or Neptune from soap. To that prompt, we advised that it didn’t matter if you wrote about a quasar made of Jergens Enriching Shea Butter or Jupiter’s moons constructed from Bored Ape NFTs—your imagination and writing ability are what matters here. The latter half of that advice remains applicable to this prompt. There are an endless number of interesting groups that may be worth unpacking, so if you happen to have one in mind, go wild. The explanation will be far more important than the group itself.

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”

If you, as a ridiculously busy applicant, have time to spare, this is a pretty fun prompt to ponder. The only downside is that—since this is so specific— you may not be able to reuse your composition for any other college to which you are applying. That said, if you’ve always felt called to muse about the near-constant use of “Booyah” in the ’90s or reflect on a Spanish slang word from the 70s that your grandmother still says on a regular basis, your day has come.

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

This essay affords applicants a chance to flex their intellectual muscles and show off a talent for navigating complex answers. As illustrated in the built-in examples, the estimation problems may be straightforward (number of book pages in a library) or zany (total length of chalk used in a year). Your explanation of how you arrived at your answer is where the real creativity comes in.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you elect to go with an archived prompt, you can locate some past entries around the internet such as here and here . There are also a number of past prompts listed directly on the UChicago admissions website . A good number of applicants we have worked with avail themselves of the flexibility offered by this restriction-free offering.

How important are the UChicago essay prompts?

The University of Chicago lists six factors as being “very important” to the admissions committee and the essays are among them. In addition to the essays, UChicago most heavily weighs the rigor of your secondary school record, recommendations, extracurricular activities, talent/ability, and character/personal qualities. Clearly, the Common App and supplemental essays are among the most important considerations for the University of Chicago in its decision-making process.

UChicago Supplemental Essays – Personalized Assistance

Lastly, if you are interested in working with one of College Transitions’ experienced and knowledgeable essay coaches as you craft your UChicago supplemental essays, we encourage you to get a quote  today.

Ready to start working on your essays? You might consider checking out the following:

• Common App Essay Prompts
• 10 Instructive Common App Essay Examples
• College Application Essay Topics to Avoid
• How to Brainstorm a College Essay
• 25 Inspiring College Essay Topics
• “Why This College?” Essay Examples
• How to Write the Community Essay
• College Essay

Dave Bergman

Dave has over a decade of professional experience that includes work as a teacher, high school administrator, college professor, and independent educational consultant. He is a co-author of the books The Enlightened College Applicant (Rowman & Littlefield, 2016) and Colleges Worth Your Money (Rowman & Littlefield, 2020).

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How to Write the UChicago Supplemental Essays 2024-2025

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The University of Chicago supplemental essays are designed to test your creativity, reveal your curiosities, and highlight your unique spark. Known as the quirkiest prompts on the college essay circuit, the UChicago essays strike fear into the hearts of many aspiring Chicagoans. But in reality, the UChicago supplemental essays are one of the few places in a college essay where your personality can truly shine.

There are two UChicago supplemental essays . For the first essay, you’ll select from a series of prompts created by current students or create your own. For the second essay, you’ll explain why you want to attend UChicago and feel that it’s the right school for you. This blog post will guide you through answering each prompt so that you can approach your UChicago essays with confidence.

UChicago’s 2024-2025 Prompts

Essay questions (1-2 pages).

•  We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Pluto, the demoted planet. ophiuchus, the thirteenth zodiac. andy murray, the fourth to tennis’s big three. every grouping has something that doesn’t quite fit in. tell us about a group and its unofficial member, why (or why not) should it be excluded – inspired by veronica chang, class of 2022, “daddy-o”, “far out”, “gnarly”: the list of slang terms goes on and on. sadly, most of these aren’t so “fly” anymore – “as if” name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – inspired by napat sakdibhornssup, class of 2028, how many piano tuners are there in chicago what is the total length of chalk used by uchicago professors in a year how many pages of books are in the regenstein library these questions are among a class of estimation problems named after university of chicago physicist enrico fermi. create your own fermi estimation problem, give it your best answer, and show us how you got there. – inspired by malhar manek, class of 2028, and, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun, “why uchicago” essay (1-2 pages), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., we’ll review your essay.

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General Tips

We need to address the elephant in the room. The UChicago supplemental essays do not have a word limit. Instead, you need to upload a document for each question with a 1-2 page answer. This raises a lot of questions for students. Is the page double- or single-spaced? Or 1.5-spaced? Times New Roman font or Comic Sans? How big should the margins be?

Relax. Unless formatting is essential to your essay in some way, just keep your margins, spacing, and font standard. Double-spaced is generally advised. Again, unless your formatting is part of the essay itself, you’ll want to make it so ordinary that it isn’t noticed.

Essay Questions

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed” or “tickled orange” give an old color-infused expression a new hue and tell us what it represents. – inspired by ramsey bottorff, class of 2026.

This prompt gives you the opportunity to flex your creative muscles and write about something meaningful to you. If you’re looking to bring out your imagination in your supplemental essays, then this prompt might be the right one for you.

Consider the topics that you might generally want to write about in your UChicago supplemental essays, and then think about how those topics could fit into this prompt. Because the prompt is open-ended, you could likely take your re-interpretation of an expression in any direction that feels important to you. Feel free to get personal in this essay, discuss your values, and/or infuse your unique sense of humor.

Here are some expressions you could put your own spin on:

• black and blue
• black and white
• have a green thumb
• out of the blue
• rose-tinted glasses
• whitewashed
• the grass is always greener

If none of these examples inspire you, keep researching! This is by no means an exhaustive list.

This seemingly oxymoronic phrase has poignant implications about maturity, self-awareness, worldviews, and more. In this essay, you can write broadly and philosophically, but you might be more successful grounding your ideas in personal experiences and concrete details. Although this prompt doesn’t ask about your personal experiences, it can be difficult to generalize about “our” experiences with aging. In other words, because everyone has a different relationship with aging, you risk making too many assumptions about others’ lives if you don’t focus this essay on your own, or the life experiences of people you’re close with, such as your parents or grandparents.

Consider the ways you’ve embraced your inner child as you’ve grown older. Did you reject toys at age 10 in order to seem less like a child, only to enter into a LEGO phase at 17? Have you been rocking out to the Wiggles lately, or found that you’re most joyful when watching YouTube with your five-year-old brother? Identifying the ways you’re currently in touch with your youthful energy can help you work backward to describe the experiences that have brought you to where you are today.

And, of course, if you wish to focus this essay on someone else or on a group of people, you can use the same strategies outlined above to write about their experiences. Just be sure you have their consent and insights before embarking on this essay.

This prompt gives you the opportunity to dive into a unique interest of yours, and/or explore a personal experience you’ve had. For instance, if you’re a politics buff, maybe you’d like to write about how Switzerland is an unofficial member of the European Union. If you love music, maybe you’ve been thinking about how the Rolling Stones should really just call Darryl Jones an official member by now. Whatever interests you have, you can likely find an unofficial member to write about. Just remember to clarify any context that your reader, who doesn’t necessarily share your interest, will need to follow along with your argument.

Alternatively, you can write about your personal experiences. Perhaps you were the unofficial member of a sports team or social clique, and this affected your self-esteem or social status at school. Writing about these experiences requires vulnerability, but you have a chance to share your unique personality and background with the reader. If you choose to go this route, just remember to use specific details. Doing so will help your essay feel vivid and personal to the reader.

Language is a playground for meaning and ideas. This essay prompt gives you the opportunity to explore whatever linguistic ideas and meanings that speak to you. When you select your slang term of choice, be sure to consider its cultural and historical implications. Who originated this term, and why? What was the context of the term’s origins and usage? And, if applicable, how did the term’s meaning or impact change? Even if these details don’t make it into the essay, they will be helpful for you as you frame your the story you want to tell.

A key part of this essay will be your explanation of why you think this language should come back into fashion. Although you can make a light-hearted argument here, your essay may benefit from some more serious reasons as well. What does this term add to language? Consider how communication might change if this term were reintroduced. And remember, the slang term that you choose need not be in English!

This question may speak to mathematically minded applicants, or students with very active imaginations. That said, if you are not mathematically minded, you can still choose this prompt if the challenge of it attracts you. Just do your research thoroughly, ask your math teacher for help if you need to, and you’ll be fine! Note that the prompt says “give it your best answer.” That doesn’t mean the “right” or “definitive” answer. Revealing your willingness to challenge yourself, even if you can’t succeed, is admirable.

When the admissions team asks this question, they are hoping to see you as an applicant in a new or more nuanced light than is permitted by the rest of your application materials. Thus, think about the strengths you possess that the rest of your application doesn’t express. Do you have an analytical mind, a creative spirit, or an expansive imagination? Consider the topics that you are especially interested in. Are there mathematical questions underpinning aspects of this topic? In other words, you can use this prompt as an opportunity to dive more deeply into an existing interest of yours as well as share that interest with the admissions team at UChicago.

Like the open-ended Common App essay question , this prompt presents both opportunities and challenges. Unlike the rest of the UChicago supplemental essays, this prompt doesn’t require you to discuss anything in particular. That said, like the rest of the prompts, you can and should still focus on yourself, your interests, your background, your worldviews, your opinions, and so on. Remember, your college application is the opportunity to show who you are to an admissions team so that they’ll fall in love with you as a thinker and human being, and then admit you to their prestigious academic institution. Thus, your supplemental essays should ultimately function in service of that goal.

Note that this prompt gives you the opportunity to dive into past UChicago supplemental essays , if any of those speak to you. Therefore, if none of the prompts officially set for this year’s applicants feel fitting for you, but you’d still like a bit of structure when approaching this essay, you can read through past prompts to see if you can find inspiration in one of them instead.

Regardless of what approach you take when writing this essay, remember to keep things organized. The hardest part about writing an essay without a prompt is staying on topic. Pick your topic, identify the message you’d like to communicate to the reader, and/or outline your intentions for the essay. It’s essential that either before or after you draft this essay, you organize it. The essay can be about anything you like, but it must say something specific and meaningful, and it should be cohesive. But don’t afraid to be bold!

“Why UChicago?” Essay

Like many colleges and universities, UChicago’s admissions officers want to know why you specifically want to attend UChicago. What programs, courses, professors, clubs, or opportunities are available to you only at UChicago? What aspects of the campus culture speak to you? Why do you see yourself as a part of UChicago’s community?

Note that prompt’s emphasis on specificity. Use concrete details and sentences which could apply to no other institution than UChicago. Indicate how your unique future plans would be best served by learning and studying at UChicago. If you’re stuck, read through their website, watch videos about UChicago, and visit the campus if you’re able. Good luck!

If you need help polishing up your UChicago supplemental essays, check out our College Essay Review service. You can receive detailed feedback from Ivy League consultants in as little as 24 hours.

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University of Chicago Supplemental Essay Prompts: 2024-2025

The University of Chicago has released its supplemental essay prompts for the 2024-2025 college admissions cycles . Applicants to UChicago’s Class of 2029 will be asked to answer two essays in addition to The Common Application’s Personal Statement. Each essay should be one to two pages in length and, as is tradition at the University of Chicago, the essay options for one of the two prompts are as weird as can be. So what are this year’s UChicago essay prompts? Let’s check them out!

2024-2025 UChicago Essay Topics and Questions

The weird essay prompt.

For the first essay prompt, which applicants should address in one to two pages, applicants are asked to choose one of the seven essay options, which are as follows:

Essay Option 1

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

How to Approach the Weird Essay Prompt at UChicago

Irrespective of which essay prompt an applicant chooses among the first six, they should strive to showcase how they think and aim to be memorable. Not every essay in college admissions offers students such a unique opportunity to stand out, but this essay prompt gives students that opening.

As such, while all of Ivy Coach ’s students’ essays are always weird, this prompt typically allows our students to showcase their weird sides more than any other. But their answers are not just weird for weird’s sake. Through their compelling narratives, they showcase — through their singular hook rather than well-roundedness — how they’re going to change the world in one super specific way.

Oh, and notice we didn’t suggest a student answer the “choose your own adventure prompt.” It’s because we would always prefer a student demonstrate that they wrote the essay just for UChicago. The other six prompts are so specific that it’s doubtful an applicant could repurpose the essay for another school, whereas a “choose your own adventure” answer can easily be used for other institutions. Thus, the act of choosing one of the first six prompts is itself a way of demonstrating interest to UChicago.

The Why Chicago Essay Prompt

UChicago’s second required essay should also be answered in one to two pages. For this prompt, students must answer the following question:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

This prompt is a straight-up-the-middle Why College essay that should be filled with specific reference after specific reference of how a student will contribute their singular hook to the school’s enduring programs and institutes, traditions, and activities. Notice we didn’t mention professors or classes. Professors leave and classes change. Besides, UChicago’s admissions officers weren’t born yesterday. They know students can cut and paste the names of professors and class names from one school to the next like a game of Mad Libs. They want to see a student wrote this essay just for them. They want to feel special!

Ivy Coach’s Assistance with UChicago Essays

If you need assistance optimizing your case for admission to the University of Chicago by submitting wonderfully weird essays that wow admissions officers, fill out our complimentary consultation form , and we’ll be in touch to outline Ivy Coach ’s college admissions counseling services for seniors.

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University of Chicago: 2024-25 Supplemental Essays

• Post author By Siena Swift
• Post date September 20, 2024
• No Comments on University of Chicago: 2024-25 Supplemental Essays

The University of Chicago , currently ranked #12 in the U.S. News and World Report rankings of National Universities (tied with Columbia and Cornell), is also considered an Ivy Plus school .

UChicago is known for asking unique and provocative supplemental essay questions which change every year. The 6 options are inspired by ideas from newly admitted and current students who submit several hundred essay topics for consideration each year. Transfer applicants must submit an additional supplemental essay on why they plan to transfer.

Essay Guidance

Get our expert guidance on your college essays.

TTA Top Tip: Famous for their quirky prompts, UChicago encourages creativity and out-of-the-box thinking when writing its supplemental essays. As the universities admissions website says, these essays can be approached with “utter seriousness, complete fancy, or something in between.” However, UChicago also requires all applicants to respond to the same question, a variation of the classic “Why Us?” essay. This prompt asks students to consider how their personal goals can be realized at UChicago.

UCHICAGO: 2024-25 SUPPLEMENTAL ESSAYS

Required question: How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Choose one, required:

Essay Option 1 We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

Essay Option 2 “Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Essay Option 3 Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022

Essay Option 4 “Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5 How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

Essay Option 6 And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

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Are you thinking about applying to UChicago? Confused on how to start writing these essays? Contact us to discuss our Essay Guidance Program or Personal Boot Camp . By working on your applications now , you will be able to reap the benefit of increased odds in the early round of admissions.

Top Tier Admissions is tracking the 2024-2025 supplemental essay prompts for all top schools here — we look forward to supporting you !

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