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Comedy in Chicago: Things to Do
1,556 upcoming events at 96 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,556 upcoming comedy events in Chicago across 96 venues. On this page: Lightly Toasted Standup Showcase at The Home Comedy Theater, The Armando Diaz at The iO Theater, Best of the Second City at The Second City, Drunk Romeo & Juliet at The Lion Theater in Chicago. Listing data was last refreshed November 7, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
Subscribe to this search1,556 events
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Sat, Feb 27 · 5:00 PMComedy
Giggly Squad: The Gehls Gehl Tour
The Chicago Theatre
· Chicago, IL
Ticketmaster
Get Tickets via Ticketmaster →
Sat, Feb 27 · 8:00 PMComedy
Giggly Squad: The Gehls Gehl Tour
The Chicago Theatre
· Chicago, IL
Ticketmaster
Comedy Venues in Chicago
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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 56 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 96 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 93 more.
- Are there free comedy events in Chicago?
- 57 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.