Thanks for the quick responses! UChicago is looking more and more like my choice, but since students shouldn't assume they will be at the top of their law school class (since everyone is likely just as smart as you are), I'm worried about not getting a clerkship. Definitely going to look into it more when I visit.
On another note, are there any restaurants/places that you recommend I go visit for my first trip to Chicago?
Chicago is a ridiculously good food town. A couple of recommended joints depending on your price range and willingness to travel (if you have any specific cuisine in mind let me know):
Fat Rice (Logan Square)-Probably my restaurant in the city. Macao/hipster Chinese
Longman and Eagle (Logan Square)-Ridiculously tasty New American. Rad for dinner or brunch
Au Cheval (West Loop)-The best diner you'll ever hit up. Tasty brews. Get the fried bologna.
Juno (Lincoln Park)-Great sushi.
Big Star (Wicker Park)-tacos and whiskey. Enough Said.
The Publican and PQM (Fulton Market/West Loop)-Great sandwiches and brews at PQM. The Publican's got small plates that will melt your face.
Oh, and keep in mind that a bunch of places throughout the city are byob, which is completely a gamechanger. The Violet Hour's a great place to grab a cocktail if you come with an SO. The Whistler and Kingston Mines are both really fun bars with live music. You should definitely check out Second City. Any of the museums (especially the Art Institute) are really good.