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Comedy in Chicago: Things to Do
1,425 upcoming events at 83 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,425 upcoming comedy events in Chicago across 83 venues. On this page: Clued In at The Second City Training Center: Blackout Cabaret, The Best of IO at The iO Theater, Saturday Night Sketch at The iO Theater, Best Of Annoyance Sketch at Annoyance Theatre & Bar. Listing data was last refreshed November 6, 2026.
Upcoming Comedy Events
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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?
- There are 47 comedy events listed in Chicago, Illinois tonight. Browse the listings for start times, venues, and ticket details.
- What venues in Chicago host comedy events?
- Chicago has 83 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 80 more.
- Are there free comedy events in Chicago?
- 53 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.