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Comedy in Chicago: Things to Do
1,384 upcoming events at 87 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,384 upcoming comedy events in Chicago across 87 venues. On this page: The Improvised Movie: Summer Blockbusters at de Maat Theatre at Second City (9:30 PM), D.A.R.E Dropouts at The iO Theater, Reality Detox: The Improv Experience at The Second City, Harolds After Dark at The iO Theater. Listing data was last refreshed November 1, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
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Tue, Dec 1 · 7:00 PMComedy
Michael Meyers Stand Up Comedy Special Recording (Early Show)
Empty Bottle
· Chicago, IL
TicketWeb
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Tue, Dec 1 · 9:30 PMComedy
Michael Meyers Stand Up Comedy Special Recording (Late Show)
Empty Bottle
· Chicago, IL
TicketWeb
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Fri, Dec 4 · 7:30 PMComedy
Nate Jackson: BIG DOG
The Auditorium
· Chicago, IL
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Fri, Dec 4 · 11:00 PMComedy
Nate Jackson: Big Dog (Late Show)
The Auditorium
· Chicago, IL
Ticketmaster
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Sun, Dec 6 · 6:00 PMComedy
Parvati and Cirie (18 and Over)
The Vic
· 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 22 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 87 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 84 more.
- Are there free comedy events in Chicago?
- 47 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.