Comedy · Windsor, ON · 27 upcoming
Comedy shows and stand-up in Windsor
27 upcoming comedy events in Windsor, Ontario. Curated by evntally from 50+ sources — ticket links, venues, and pricing verified daily.
Upcoming comedy in Windsor
Campfire Night at the Food Hall
400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4
FRIDAY SEPTEMBER 4: JALEN HINTON
The Comedy Bar
DJ Demers LIVE Comedy At Tipsy Toucan (Sep 5th)
The Tipsy Toucan
$28
Hot Together - An Outdoor Comedy Event
Circuit
$12
FRIDAY SEPTEMBER 11: KOJO SARFO
The Comedy Bar
The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Sep 12th)
The Tipsy Toucan
$25
THE NEW IMPROV COURSES!
Kordazone Theatre
$200
Motor City Comedy Festival Presents: JOHNNY PEMBERTON
Ant Hall
Friday Comedy Session LIVE At Tipsy Toucan (Sep 18th)
The Tipsy Toucan
$15
Sushi & Shawarma Comedy - A Stand-Up Comedy Show (Windsor)
Meteor
$20
Break A Leg! Comedy Show!
The Shadowbox Theatre
Danny Martinello LIVE Comedy At Tipsy Toucan (Sep 19th)
The Tipsy Toucan
$28
Henry Sir: Live In Windsor
Windsor Laughs Comedy Club at The Tipsy Toucan
$26
Flowers Open Mic & Visual Arts Showcase
Tangent Gallery & Hastings Street Ballroom
Karmanos Comedy Champions
Harmonie Club Detroit
Girl Night on Tour! All-women LIVE Comedy At Tipsy Toucan (Oct 2nd)
The Tipsy Toucan
$25
Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (Oct 3rd)
The Tipsy Toucan
$28
Next Stop Comedy at The Lion's Head Tavern
Lion's Head Tavern
Hannah Osborne LIVE Comedy At Tipsy Toucan (Oct 10th)
The Tipsy Toucan
$25
Dan Duvall: Live at Windsor Laughs
Windsor Laughs Comedy Club at The Tipsy Toucan
$17
Jimmy Carr: Laughs Funny
8787 McHugh Street, Windsor, ON, Canada, Ontario N8S 0A1
Jimmy Carr Tickets
Windsor Ontario Canada
SATURDAY OCT 24: SHAYNE SMITH
The Comedy Bar
Flowers Open Mic & Visual Arts Showcase
Tangent Gallery & Hastings Street Ballroom
3+ more comedy events
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About comedy in Windsor
Windsor has a steady rotation of comedy events across venues big and small. evntally tracks every listing and verifies it daily — you never click through to a dead Ticketmaster link or a resold ticket at 3× face value. When we're unsure, we fall back to the venue's own page.
Members get the five best picks per week delivered on Thursday morning, matched to their stated taste and past ratings. $2.99/month, cancel any time. The first two digests are free.
Frequently asked questions
- What comedy events are happening in Windsor?
- There are 27 upcoming comedy events listed above, sourced from 50+ platforms and verified daily.
- Are there free comedy events in Windsor?
- All currently listed events are ticketed. Free events are added as they're announced.
- How do I get personalized comedy picks?
- Sign up for $2.99/month (first two weeks free). Every Thursday you get 5 taste-matched picks in your inbox. Cancel any time.