Windsor Comedy Events

Daniel Tosh at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 25 Jun 2026

Mo Amer at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 15 May 2026

Daniel Tosh

The Colosseum At Caesars Windsor 24 Jun 2026

Weird Al Yankovic at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 4 Jul 2026

Weird Al Yankovic with Puddles Piddy Party

The Colosseum at Caesars Windsor 5 Jul 2026

Parking Daniel Tosh

The Colosseum at Caesars Windsor 26 Jun 2026

Mo Amer

The Colosseum At Caesars Windsor 14 May 2026

Seth Meyers

The Colosseum At Caesars Windsor 10 Jul 2026

Seth Meyers at The Colosseum At Caesars Windsor

Caesars Windsor Colosseum 11 Jul 2026

Snowed in Comedy Tour- Windsor

Capitol Theatre Windsor 7 Apr 2026

Abbas Wahab LIVE @ Meteor Lounge | Dialed-In Tour

Meteor 30 May 2026

Michael Harrison LIVE Comedy At Tipsy Toucan (Apr 4th)

The Tipsy Toucan 4 Apr 2026

Mr.Lewin LIVE Comedy At Tipsy Toucan (Apr 11th)

The Tipsy Toucan 11 Apr 2026

705 Comedy Tour at The Walkerville Brewery - Windsor

Walkerville Brewery 11 Apr 2026

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

The Tipsy Toucan 28 Mar 2026

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

The Tipsy Toucan 30 May 2026

ACT Presents: Six: Teen Edition

Capitol Theatre Windsor 8 May 2026

We're The Problem Comedy Tour LIVE At Tipsy Toucan

The Tipsy Toucan 18 Apr 2026

Snowed in Comedy Tour at Capitol Theatre

Capitol Theatre 7 Apr 2026

Two Asians One Mic | STAND UP COMEDY TOUR - 2026

Meteor 28 Mar 2026

Max Sheldrick LIVE Comedy At Tipsy Toucan (May 2nd)

The Tipsy Toucan 2 May 2026

The Rule Of Three Comedy Competition

138 University Ave W 25 Apr 2026

Na’im Ali and Dru Montana LIVE Comedy At Tipsy Toucan (Apr 25th)

The Tipsy Toucan 25 Apr 2026

Tatiana Frank LIVE Comedy At Tipsy Toucan (Apr 24th)

The Tipsy Toucan 24 Apr 2026

Tyler Horvath LIVE Comedy At Tipsy Toucan (Apr 2nd)

The Tipsy Toucan 2 Apr 2026

Rosey Catherine Live at Meteor, Windsor Comedy club Special Event

Meteor 2 May 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (May 9th)

The Tipsy Toucan 9 May 2026

2-Minutes To K*ll - Comedy Show Golden Egg Edition (Meteor - Windsor)

Meteor 3 Apr 2026

Next Stop Comedy at The Lion's Head Tavern! - Windsor, ON

Lion's Head Tavern 27 Feb 2026

Hook & Ladder Presents: Fire House Comedy

The hook & ladder 11 Apr 2026

The Hook & Ladder Presents: Fire House Comedy

3690 Seminole St 11 Apr 2026

The 420 Comedy Show at Sidelines!

Sidelines Sports Bar & Grill 18 Apr 2026

Erie St GastroPub & Lotus and Lattes - Street Festival

839 Erie Street East, Windsor, ON, Canada, Ontario N9A 3Y5 23 May 2026

The Goat, or Who Is Sylvia? by Edward Albee

The Shadowbox Theatre 13 Mar 2026

Open Mic Storytelling - Tales of the Town (May)

Circuit 7 May 2026

Hannah Lawrence LIVE Comedy At Tipsy Toucan (May 16th)

The Tipsy Toucan 16 May 2026

Hannah Lawrence LIVE Comedy At Tipsy Toucan (May 23rd)

The Tipsy Toucan 23 May 2026