Windsor Comedy Events

Jimmy Carr: Laughs Funny

8787 McHugh Street, Windsor, ON, Canada, Ontario N8S 0A1 13 Oct 2026

Daniel Tosh

The Colosseum At Caesars Windsor 24 Jun 2026

Daniel Tosh at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 25 Jun 2026

Jimmy Carr

WFCU Centre 12 Oct 2026

Dave Merheje-Summer Edition LIVE Comedy At Tipsy Toucan (July 31st)

The Tipsy Toucan 31 Jul 2026

Bert Kreischer at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 1 Oct 2026

Weird Al Yankovic at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 4 Jul 2026

Parking Daniel Tosh

The Colosseum at Caesars Windsor 26 Jun 2026

Jimmy Carr at WFCU Centre

WFCU Centre 13 Oct 2026

Bert Kreischer

The Colosseum At Caesars Windsor 30 Sep 2026

Weird Al Yankovic with Puddles Piddy Party

The Colosseum at Caesars Windsor 5 Jul 2026

Seth Meyers at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 11 Jul 2026

Jim Jefferies | Official Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor 11 Sep 2026

Seth Meyers

The Colosseum At Caesars Windsor 10 Jul 2026

Seth Meyers

The Colosseum at Caesars Windsor 12 Jul 2026

Parking Jimmy Carr

WFCU Centre 13 Oct 2026

Keesha Brownie LIVE Comedy At Tipsy Toucan (June 27th)

The Tipsy Toucan 27 Jun 2026

Kyle Lucey LIVE Comedy At Tipsy Toucan (July 4th)

The Tipsy Toucan 4 Jul 2026

Ron Josol LIVE Comedy At Tipsy Toucan (Nov 7th)

The Tipsy Toucan 7 Nov 2026

Danny Martinello LIVE Comedy At Tipsy Toucan (Sep 19th)

The Tipsy Toucan 19 Sep 2026

Jim Jefferies

The Colosseum at Caesars Windsor 12 Sep 2026

Andrew Barr LIVE Comedy At Tipsy Toucan (June 13th)

The Tipsy Toucan 13 Jun 2026

Jeremy Dobski LIVE Comedy At Tipsy Toucan (July 25th)

The Tipsy Toucan 25 Jul 2026

DIRTBALLS (Amish Patel/Gee Gethiga) LIVE Comedy At Tipsy Toucan (July 18th)

The Tipsy Toucan 18 Jul 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (July 11th)

The Tipsy Toucan 11 Jul 2026

Jason Allen LIVE Comedy At Tipsy Toucan (June 20th)

The Tipsy Toucan 20 Jun 2026

Armin Arbabi LIVE Comedy At Tipsy Toucan (Aug 22nd)

The Tipsy Toucan 22 Aug 2026

Leo Dufour LIVE Comedy At Tipsy Toucan (Oct 30th)

The Tipsy Toucan 30 Oct 2026

Hannah Osborne LIVE Comedy At Tipsy Toucan (Oct 10th)

The Tipsy Toucan 10 Oct 2026

PorkChops Comedy - Windsor, On

The Cherry Rock Lounge 12 Jun 2026

Hassan Phills: Live in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 20 Nov 2026

2-Minutes To K*ll Summer Edition - Comedians Compete for $1,000 & A Cruise!

Pelissier Parking Garage 27 Jun 2026

Ella Horwedel LIVE Comedy At Tipsy Toucan (Nov 28th)

The Tipsy Toucan 28 Nov 2026

SNL Pub Crawl

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 28 Jun 2026

Desi AF Featuring: Sonya Vai

Meteor 20 Jun 2026

Alistair Ogden's Here For You | Live Stand Up Comedy in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 8 Aug 2026

Good Deeds: A Drag Show Fundraiser

The Man's Shop & Barbershop Bar 19 Jun 2026

Nick Burden LIVE Comedy At Tipsy Toucan (Aug 29th)

The Tipsy Toucan 29 Aug 2026

Henry Sir: Live In Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 24 Sep 2026

Ben Albert: Live in Windsor

The Tipsy Toucan - Public House 17 Oct 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Sep 12th)

The Tipsy Toucan 12 Sep 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Nov 14th)

The Tipsy Toucan 14 Nov 2026

The Supervillains of Comedy

256 Pelissier St 26 Jun 2026

Український стендап - Віндзор

Phog Lounge 27 Jun 2026

The Fathers Comedy Show! 5 Fathers & Plenty of Jokes!

Sidelines Sports Bar & Grill 19 Jun 2026

The Rule Of Three

Meteor 22 Aug 2026

Alexa Stanton LIVE Comedy At Tipsy Toucan (Aug 15th)

The Tipsy Toucan 15 Aug 2026

Greedy Gallery Gals

Sho Art, Spirit & Performance 24 Jun 2026