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Comedy in Chicago: Things to Do
1,794 upcoming events at 76 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,794 upcoming comedy events in Chicago across 76 venues. On this page: Pandemonium, Please Hold at The Second City, Reality Detox: The Improv Experience at The Second City, FRIDAY OCTOBER 16: JOEY BRAGG at The Comedy Bar - Chicago Main Stage (7:00 PM), Devil's Daughter at The iO Theater. Listing data was last refreshed September 14, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
1,794 events
Sat, Oct 17 · 8:00 PM
ComedySweetest Day Comedy Jam
Wintrust Arena · Chicago
Comedy Venues in Chicago
More Things to Do in Chicago
Comedy in Nearby Cities
These are separate city calendars and are not included in the Chicago totals above.
Frequently Asked Questions
- What comedy things to do are in Chicago tonight?
- VenuNite currently has no comedy events listed in Chicago for tonight. The full upcoming calendar below includes later dates.
- What venues in Chicago host comedy events?
- Chicago has 76 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 73 more.
- Are there free comedy events in Chicago?
- 18 upcoming comedy events are explicitly listed as free in Chicago. Price information can change, so confirm entry details on the event page or organizer source.