eat a chicago style pizza.
hit the bars on clark street
go to shedd aquarium.
go to the museum of science and industry
go to Brookfield Zoo.
Get drunk at Wrigley Field during a Cubs loss....errr game.
Buy your drug or drugs of choice off of a corner boy out on the west side.
Go shopping along Michigan Avenue.
Take a walk down along the lake.
Dude, Chicago is so dope....there's so much shit to do in this town. You're going to enjoy your time in the city.