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University of Chicago 2024-25 Supplemental Essay Prompt Guide

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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