Windsor Comedy Events

Jim Jefferies: Son Of A Carpenter | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor 11 Sep 2026

Bert Kreischer

The Colosseum At Caesars Windsor 30 Sep 2026

Bert Kreischer at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 1 Oct 2026

Jimmy Carr: Laughs Funny

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

Jimmy Carr

WFCU Centre 12 Oct 2026

Jim Jefferies

The Colosseum at Caesars Windsor 11 Sep 2026

Sushi & Shawarma Comedy - A Stand-Up Comedy Show (Windsor)

Meteor 18 Sep 2026

Jimmy Carr at WFCU Centre

WFCU Centre 13 Oct 2026

Friday Comedy Session LIVE At Tipsy Toucan (Sep 18th)

The Tipsy Toucan 18 Sep 2026

Relive the Music 50s 60s & 70s SHOW - Yes we added 70s

Capitol Theatre Windsor 28 Sep 2026

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

The Tipsy Toucan 12 Sep 2026

Henry Sir: Live In Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 24 Sep 2026

James Cummins LIVE Comedy At Tipsy Toucan (Sep 26th)

The Tipsy Toucan 26 Sep 2026

Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (Oct 3rd)

The Tipsy Toucan 3 Oct 2026

Girl Night on Tour! All-women LIVE Comedy At Tipsy Toucan (Oct 2nd)

The Tipsy Toucan 2 Oct 2026

Game On! Beyond The Ice With Gilbert Dionne & Friends

Club 9 Banquet Hall 26 Sep 2026

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

The Tipsy Toucan 10 Oct 2026

Freaky Friday: sxy circus bing-oooh!

Meteor 25 Sep 2026

M**der at Walkerville Brewery: A Stand-Up Comedy M**der Mystery

Walkerville Brewery 17 Oct 2026

Funnel Fest/Coach & Horses Reunion: Devilz By Definition Georgie Von Porgie Disco Assault Piesucker

Dominion House Tavern (The DH) 25 Sep 2026

Dan Duvall: Live at Windsor Laughs

Windsor Laughs Comedy Club at The Tipsy Toucan 12 Oct 2026

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

The Tipsy Toucan 7 Nov 2026

Ben Bayfield LIVE Comedy At Tipsy Toucan (Oct 24th)

The Tipsy Toucan 24 Oct 2026

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

The Tipsy Toucan 30 Oct 2026

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

Lion's Head Tavern 27 Feb 2026

Halloween Edition - M**der at Water's Edge: Stand-Up Comedy M**der Mystery

Water's Edge Event Centre 24 Oct 2026

Next Stop Comedy at The Lion's Head Tavern

Lion's Head Tavern 9 Oct 2026

Hassan Phills: Live in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 20 Nov 2026

Improv Drop In Event

2345 Edna St, Windsor, ON N8Y 4W8, Canada 15 Sep 2026

Ben Albert: Live in Windsor

The Tipsy Toucan - Public House 17 Oct 2026

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

The Tipsy Toucan 28 Nov 2026

Project Polly's Ep Release : A Villain's Masquerade

JJ's Roadhouse 31 Oct 2026

THE NEW IMPROV COURSES!

Kordazone Theatre 14 Sep 2026

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

The Tipsy Toucan 14 Nov 2026

Josh Adams LIVE Comedy At Tipsy Toucan (Dec 12th)

The Tipsy Toucan 12 Dec 2026

Monty Scott LIVE Comedy At Tipsy Toucan (Dec 5th)

The Tipsy Toucan 5 Dec 2026

Still Standing - Some How.. Comedy Tour.. Windsor

460 Erie St E 7 Nov 2026