I am going to Loyola University in Chicago, so let me tell you some highlights!
Depending on your budget some great places to eat are: The Grand Lux Cafe, The Cheesecake Factory, there are some great pizza places, if you see a place you might like go for it
Places to see: Art Institue, Museum of Science and Industry, Shedd Aquarium, Michigan Ave. for lots of shopping (heres a hint: If you know where you want to shop, dress like you shop there, if you don't you might get some weird looks), theatre and improv troupes are the best, Millenium Park
Nightlife: College students..that's hard, under 21 go out to dinner, to a show, go to Navy Pier, over 21 take your pic of a lot of clubs.
You do not need a car to get to any of these places. There is of course plenty of cabs, the "L" train is great ($1.75 one way trip), buses, and walking is also a great option.
Go to
http://metromix.chicagotribune.com/ and
http://www.transitchicago.com/maps/tripplanner.html to help you plan where you are going and how you are going to get there. Also check the weather channel before coming up, strange weather here, warm and sunny one day, the next might be rainy, windy, and dark! Enjoy yourselves!
