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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: Saturday Night Sketch at The iO Theater, Best of the Second City at The Second City, Secret Sketch Show at The iO Theater, Best Of Annoyance Sketch at Annoyance Theatre & Bar. Listing data was last refreshed November 6, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
Subscribe to this search1,425 events
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Sat, Jan 16 · 5:00 PMComedy
Seth Meyers: Live
The Chicago Theatre
· Chicago, IL
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Sat, Jan 16 · 8:00 PMComedy
Seth Meyers: Live
The Chicago Theatre
· Chicago, IL
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Wed, Jan 20 · 6:00 PMComedy
Nurse Georgie Carroll
House of Blues Chicago
· Chicago, IL
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Sat, Jan 23 · 7:00 PMComedy
Denny Love
The Vic
· Chicago, IL
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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.