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Comedy in Chicago: Things to Do
1,466 upcoming events at 100 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,466 upcoming comedy events in Chicago across 100 venues. On this page: Reality Detox: The Improv Experience at The Second City, Hitch*Cocktails at Annoyance Theatre & Bar, Best of Second City at The Second City, Seth Meyers: Live at The Chicago Theatre (5:00 PM). Listing data was last refreshed November 6, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
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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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Sun, Jan 24 · 1:00 PMTheater
Oh, Mary! (Chicago)
CIBC Theatre
· 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 100 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 97 more.
- Are there free comedy events in Chicago?
- 62 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.