Comedy events in Windsor

• Sat, 21 Feb, 2026 - 08:00 PM

  Hershawn Arora LIVE Comedy At Tipsy Toucan (Feb 21st)

  The Tipsy Toucan

  CAD 23
• Tue, 30 Dec, 2025 - 08:30 PM

  Tim Reaburn's Heckle Show at Windsor Comedy Club vol.1

  89 university ave west, Windsor, ON, Canada, Ontario

  11+ Interested
• Sat, 24 Jan, 2026 - 08:00 PM

  Hamoodi LIVE Comedy At Tipsy Toucan (Jan 24th)

  The Tipsy Toucan

  CAD 28
• Sat, 24 Jan, 2026 - 08:00 PM

  Culturally Inappropriate | STAND UP COMEDY TOUR | 2025

  Meteor

  CAD 32
• Sat, 17 Jan, 2026 - 08:00 PM

  The Brutal Comedy Tour - Windsor ON

  The Tipsy Toucan - Public House

  CAD 23
• Wed, 31 Dec, 2025 - 08:00 PM

  Round 8: Funniest comedian in Windsor Competition - a part of The Brewing For Comedy Festival III

  89 university ave west, Windsor, ON, Canada, Ontario
• Thu, 15 Jan, 2026 - 07:00 PM

  Clean Comedian Jim McCue "The Circuit" 53

  1570 Marentette Ave, Windsor, ON N8X 4E3, Canada
• Sat, 03 Jan, 2026 - 08:00 PM

  Leo Dufour LIVE Comedy At Tipsy Toucan (January 3rd)

  The Tipsy Toucan

  CAD 28
• Sat, 17 Jan, 2026 - 08:00 PM

  One Helluva Drag Show

  Chapter Two Brewing Company

  CAD 12
• Fri, 30 Jan, 2026 - 07:00 PM

  A Riverfront Double Feature!

  Paulin Memorial Presbyterian Church

  22+ Interested
• Sat, 31 Jan, 2026 - 09:00 PM

  Rose City Comedy Festival - Capitol Headline Show

  Capitol Theatre Windsor

  CAD 39
• Thu, 08 Jan, 2026 - 07:15 PM

  Open Mic Storytelling - Tales of the Town

  Circuit Ford City

  16+ Interested
• Sat, 28 Mar, 2026 - 08:00 PM

  K*ll Tony, Kansei Yasuda "RESPECT!!" LIVE Comedy at Tipsy Toucan (Mar 28th)

  The Tipsy Toucan

  CAD 25
• Thu, 12 Feb, 2026 - 07:00 PM

  Steve-O Crash & Burn Tour Windsor ON

  The Chrysler Theatre

  45+ Interested
• Sat, 31 Jan, 2026 - 07:00 PM

  Roast of Windsor - Rose City Comedy Festival @ The Capitol Theatre

  121 University Avenue West,Windsor,N9A 4K7,CA

  8+ Interested