Comedy Shows in Chicago

All comedy events below have been confirmed by StageCaddy through venue websites or Instagram posts. Click or tap on the green confirmation badge to see when we last verified the information.

Greg Fitzsimmons

Comedy Cabin

March 22nd, 2026 12:00 AM

7/24/25

Tickets: $25

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Greg Fitzsimmons

Comedy Cabin

March 22nd, 2026 2:30 AM

7/24/25

Tickets: $25

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Special Event: Sam Tripoli

Comedy Vault

March 27th, 2026 12:30 AM

10/26/25

Catch comedian, podcaster, and conspiracy-slayer Sam Tripoli live at The Comedy Vault in Batavia, IL for 5 shows March 26–28, 2026. Star of Showtime’s The Comedy Store, the film Dying Laughing, and host of the hit Tin Foil Hat Podcast plus 7 more shows, Tripoli brings sharp, fearless, and hilariously unfiltered comedy to the stage. Sam Tripoli is a 20-year headlining comic who currently has five comedy albums out including his latest special “#NoLivesMatter!” He has appeared in the Movie “Dying Laughing”, Showtimes’s “The Comedy Store”, CW’s Mysteries Decoded & co-hosted Spike TV’s Wild World of Spike. Sam is an OG of the legendary The Ice House Chronicles and The Joe Rogan Experience podcasts. Since twenty-sixteen he has hosted "The Tin Foil Hat Podcast" a hit top-rated podcast that gave way to an additional 7 podcasts, Punch Drunk Sports, Broken Simulation, Cash Daddies, Conspiracy Now, TFH Rokfin, The GOAT, and Conspiracy Social Club with Bryan Callen.

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A stand up comedy and bad movie commentary show.

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The Unteachables

Comedy Cabin

April 4th, 2026 12:00 AM

8/13/25

These shows are 18+. Valid ID is required. - We do have a two item minimum in the show room - Seats only guaranteed until 15 minutes after showtime. Ticket price is more expensive at the door (if any remain). - General Admission is first come, first serve for seating location. - Shows generally last 75-90 minutes. - We do not have an elevator or chair lift. Contact us to see if we can help. We want everyone to enjoy the show. - We have a strict one warning and out for breaking rules in show room (heckling, cell phone usage, disrupting the show, etc). - There are no paper tickets, please give name or show ticket on device at host booth for entry. - Groups must arrive together in order to sit together. While we do what we can to seat groups together, we cannot guarantee that groups will be seated together. For the best chance of being seated together arrive early and arrive all together. - Our tables seat 2-4 people, so purchasing 4 tickets is the only way to ensure a table to yourself. - ALL SALES ARE FINAL. No refunds or exchanges. In the event of a cancellation for which there is no rescheduled date, a refund for this ticket may be issued at the option of the management. - Please confirm you are purchasing tickets to the right date and showtime before making your purchase.

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