Witness the crazy comedy shows 2026 in Windsor at the venues near you to laugh till your belly hurts. You cannot miss the chance to witness the popular names of the comedy scene. There are improv workshops, comedy class and comedy shows in Windsor too where you can try your hands out.
Lighten yourself and laugh it out at a stand up comedy event happening near you in Windsor.
| Date | Event | Venue |
|---|---|---|
| 12 Feb 2026 | Steve-O Crash & Burn Tour Windsor ON | The Chrysler Theatre, Windsor |
| 25 Jun 2026 | Daniel Tosh at The Colosseum at Caesars Windsor | The Colosseum at Caesars Windsor |
| 07 Apr 2026 | Snowed in Comedy Tour- Windsor | Capitol Theatre Windsor |
| 21 Feb 2026 | Hershawn Arora LIVE Comedy At Tipsy Toucan (Feb 21st) | The Tipsy Toucan, Windsor |
| 30 May 2026 | Mark DeBonis LIVE Comedy At Tipsy Toucan (May 30th) | The Tipsy Toucan, Windsor |
| 31 Jan 2026 | Rose City Comedy Festival - Capitol Headline Show | Capitol Theatre Windsor |
| 13 Mar 2026 | Danger Cats Comedy Live in Windsor March 13 | The Cherry Rock Lounge, Windsor |
| 30 Jan 2026 | Comedy Night at Sidelines Sports Bar & Grill | Sidelines Sports Bar & Grill, Windsor |
| 14 Feb 2026 | Laughs & Love A Valentines Comedy Show - Windsor | The Cherry Rock Lounge, Windsor |
| 28 Mar 2026 | Kll Tony Kansei Yasuda "RESPECT" LIVE Comedy at Tipsy Toucan (Mar 28th) | The Tipsy Toucan, Windsor |
Customize your experience; only see the events that click with you!
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