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Comedy in Chicago: Things to Do
1,385 upcoming events at 88 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,385 upcoming comedy events in Chicago across 88 venues. On this page: Best of Second City at The Second City, “Hollywood Hit” at Dinner Detective Chicago at Courtyard by Marriott Chicago Downtown/Magnificent Mile, FreakShow & Tell at Stars and Garters Theater, Reality Detox: The Improv Experience at The Second City. Listing data was last refreshed October 31, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
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Tue, Dec 22 · 7:00 PMTheater
Potted Potter (Chicago)
Broadway Playhouse at Water Tower Place
· Chicago, IL
Ticketmaster
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 4 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 88 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 85 more.
- Are there free comedy events in Chicago?
- 49 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.