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Comedy in Chicago: Things to Do
1,781 upcoming events at 71 venues — tonight, this weekend, and beyond
VenuNite currently lists 1,781 upcoming comedy events in Chicago across 71 venues. On this page: The 11pm Show at The iO Theater, Pandemonium, Please Hold at The Second City, Ellen Harrold Headlines ONE NIGHT ONLY 10/23/26 at The Lincoln Lodge (7:00 PM), Reality Detox: The Improv Experience at The Second City. Listing data was last refreshed September 14, 2026.
Upcoming Comedy Events
ChicagoIllinoisComedy
1,781 events
Sun, Oct 25 · 4:00 PM
ComedyBrett Goldstein: Sex, Death & Small Talk
The Chicago Theatre · Chicago
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?
- VenuNite currently has no comedy events listed in Chicago for tonight. The full upcoming calendar below includes later dates.
- What venues in Chicago host comedy events?
- Chicago has 71 venues with upcoming comedy events, including The iO Theater, The Second City, Annoyance Theatre & Bar and 68 more.
- Are there free comedy events in Chicago?
- 16 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.