Wicker Park is a neighborhood in the northside of Chicago. If you don't have a car, which is probably best, you can get there on the Blue Line and get off at the Damen exit. There are tons of really unique botiques and shops. One of my favorite shops is Akira for men and women. The restaurants (Feast, Piece, Hot Chocolate, Bongo Room) around there are really cool, and the nightlife is so much fun. It has maybe 1-2 clubs, and everything else is a lounge or a bar. You won't really notice it during the day, but on a Friday or Saturday night, the streets get packed. The energy is always good and the people are not pretentious at all.