Comedy events in Windsor

• Fri, 12 Dec, 2025 - 08:00 PM

  Kenny Vs Spenny Live In Windsor

  RockStar Music Hall

  CAD 48
• Fri, 12 Dec, 2025 - 08:00 PM

  Windsor Comedy Club Proshow

  468 Erie St E

  CAD 23
• Sat, 20 Dec, 2025 - 08:00 PM

  The Vaudevillianaires' Krampus Ball with Posh Toboggan

  Meteor

  214+ Interested
• Sun, 14 Dec, 2025 - 07:00 PM

  Bo Johnson Live in Windsor

  Meteor

  CAD 22
• Sat, 17 Jan, 2026 - 08:00 PM

  The Brutal Comedy Tour - Windsor ON

  The Tipsy Toucan - Public House

  CAD 23
• Sat, 31 Jan, 2026 - 09:00 PM

  Rose City Comedy Festival - Capitol Headline Show

  Capitol Theatre Windsor

  CAD 39
• 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
• Fri, 19 Dec, 2025 - 08:00 PM

  Hot A Heck Comedy Tour - Windsor

  Meteor
• Sat, 13 Dec, 2025 - 08:00 PM

  Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (December 13)

  The Tipsy Toucan

  CAD 28
• Sun, 18 Jan, 2026 - 09:30 PM

  Uncle Lazer

  Windsor Laughs
• Sat, 20 Dec, 2025 - 08:00 PM

  The Jimmy Show-Christmas Comedy Charity LIVE At The Tipsy Toucan (Dec 20th)

  The Tipsy Toucan

  CAD 20
• Tue, 30 Dec, 2025 - 08:00 PM

  The Dirty Show at Windsor Comedy Club

  89 university ave west, Windsor, ON, Canada, Ontario
• Sat, 03 Jan, 2026 - 08:00 PM

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

  The Tipsy Toucan

  CAD 28
• Tue, 09 Dec, 2025 - 08:00 PM

  BREWING FOR COMEDY - YEARLY CAN DRIVE

  WindsorEats Food Hall

  Free
• Fri, 19 Dec, 2025 - 08:00 PM

  Armin Arbabi LIVE Comedy At Tipsy Toucan (December 19-20th)

  The Tipsy Toucan

  CAD 21