You should definitely go to Millenium Park which is in the Loop in downtown chicago… it has the “bean” as people say with a butterfly sanctuary and its a really exciting sight. There are a lot of good bars on Division Street and on Halsted in the DePaul University Area where a lot of college students go to bars etc. There are a lot of good restaurants in that area as well. Shopping area is best on Michigan avenue which is basically like 5th ave in NY so its really great. You should also go to Weiner Circle in Wrigleyville on Clark and to The Billy Goat on lower wacker drive…they are the best burger/hotdog places in chicago and have been there for a while.