Comedy events in Windsor

• Thu, 12 Feb, 2026 - 07:00 PM

  Steve-O Crash & Burn Tour Windsor ON

  The Chrysler Theatre

  54+ Interested
• Thu, 25 Jun, 2026 - 08:00 PM

  Daniel Tosh at The Colosseum at Caesars Windsor

  The Colosseum at Caesars Windsor
• Wed, 24 Jun, 2026 - 07:00 PM

  Daniel Tosh

  The Colosseum At Caesars Windsor
• Tue, 13 Oct, 2026 - 07:30 PM

  Jimmy Carr at WFCU Centre

  WFCU Centre
• Sat, 04 Jul, 2026 - 08:00 PM

  Weird Al Yankovic at The Colosseum at Caesars Windsor

  The Colosseum at Caesars Windsor
• Fri, 16 Jan, 2026 - 08:00 PM

  Andrew Santino at The Colosseum at Caesars Windsor

  The Colosseum at Caesars Windsor
• Fri, 26 Jun, 2026 - 12:00 AM

  Parking Daniel Tosh

  The Colosseum at Caesars Windsor
• Tue, 07 Apr, 2026 - 03:00 PM

  Snowed in Comedy Tour- Windsor

  Capitol Theatre Windsor
• Tue, 13 Oct, 2026 - 11:30 PM

  Parking Jimmy Carr

  WFCU Centre
• Sat, 21 Feb, 2026 - 08:00 PM

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

  The Tipsy Toucan

  CAD 23
• Sat, 17 Jan, 2026 - 08:00 PM

  Live Stand-Up Comedy in Windsor – Montreal Comics Take Over The Manchester

  The Manchester Bar

  CAD 23
• Fri, 20 Feb, 2026 - 01:00 AM

  Hannah Berner

  The Colosseum at Caesars Windsor
• Sat, 30 May, 2026 - 08:00 PM

  Mark DeBonis LIVE Comedy At Tipsy Toucan (May 30th)

  The Tipsy Toucan

  CAD 25
• Sat, 17 Jan, 2026 - 08:00 PM

  The Brutal Comedy Tour - Windsor ON

  The Tipsy Toucan - Public House

  CAD 23
• Sat, 24 Jan, 2026 - 08:00 PM

  Culturally Inappropriate | STAND UP COMEDY TOUR | 2025

  Meteor

  CAD 32