Wicker Park Fest

Wicker Park may be overrun with chain restaurants, boutiques and shoe stores, but the neighborhood still clears out Milwaukee Avenue for a street celebration each summer. The main attraction of the annual fest is the music lineup—which is still TBD this year—but you'll also find plenty of delicious food, sales at local shops, daily fashion shows and twentysomethings watching the festivities from precarious perches on rooftops, balconies and fire escapes.