Comedy · Windsor, ON · 19 upcoming
Comedy shows and stand-up in Windsor
19 upcoming comedy events in Windsor, Ontario. Curated by evntally from 50+ sources — ticket links, venues, and pricing verified daily.
Upcoming comedy in Windsor
FRIDAY JULY 10: LAVELLE DONTAE
The Comedy Bar
FRIDAY JULY 10: LAVELLE DONTAE
The Comedy Bar
SATURDAY JULY 11: LATREZ ANDERSON
The Comedy Bar
The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (July 11th)
The Tipsy Toucan
$25
SUNDAY JULY 12: DAVID C. SMALLEY - WITH JEFF HORSTE & KJ ROBINSON
The Comedy Bar
FRIDAY JULY 17: COUSIN TIERA
The Comedy Bar
Standup At Sidelines!
Sidelines Sports Bar & Grill
$5
9th Annual Detroit Festival of Books (aka: Detroit Bookfest)! FREE!
Eastern Market
Jeremy Dobski LIVE Comedy At Tipsy Toucan (July 25th)
The Tipsy Toucan
$25
THURSDAY JULY 30: TONY DABAS
The Comedy Bar
Dave Merheje-Summer Edition LIVE Comedy At Tipsy Toucan (July 31st)
The Tipsy Toucan
$28
Alistair Ogden's Here For You | Live Stand Up Comedy in Windsor
Windsor Laughs Comedy Club at The Tipsy Toucan
$21
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
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
Ashwyn Singh: Live in Windsor
Windsor Laughs Comedy Club at The Tipsy Toucan
$22
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 19 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.