If you're absolutely determined and you plan carefully, you may be able to visit Chicago during a festival-less week. It's a challenge, though. Most neighborhoods, parishes, and service groups host their own annual festivals throughout the spring, summer, and fall. There are a few can't-miss citywide events, though. In the Loop, Grant Park hosts Taste of Chicago in July, and four major music festivals: Blues Fest and Gospel Fest in June, Lollapalooza in August, and Jazz Fest over Labor Day Weekend. All but Lollapalooza are free. The ultra hip Chicago-based music website Pitchfork Media also hosts their own annual three day festival of indie rock, rap, electronica and more in the summer at Union Park on the Near West Side.
- Open House Chicago:. Many down-town private buildings open free to the public for two days in mid-October. Some real architectural treats. On the day get the event newspaper and map. Be prepared for lines at the popular destinations. (date needs fixing)