Winnipeg Comedy Events

Great Outdoors Comedy Festival - Matt Rife at Assiniboine Park

Assiniboine Park 19 Jul 2026

Great Outdoors Comedy Festival: Aziz Ansari Pete Davidson & Jordan Jensen - Saturday Evening

Assiniboine Park 17 Jul 2026

Matt Rife, Jim Gaffigan, Aziz Ansari, Pete Davidson, Big Jay Oakerson, Ryan Hamilton, John Crist, Robby Hoffman, Donnell Rawlings in Winnipeg

Assiniboine Park 17 Jul 2026

Matt Rife and Friends - Winnipeg

55 Pavilion Cres, Winnipeg, MB R3P 2N6, Canada 19 Jul 2026

Anubhav Singh Bassi - Kisi Ko Batana Mat at Burton Cummings Theatre

Burton Cummings Theatre 3 Jun 2026

Great Outdoors Comedy Festival (19+) - Winnipeg - Sunday - With Matt Rife & Friends

Assiniboine Park 20 Jul 2026

Aziz, Pete, Jordan & Robby - Winnipeg

Assiniboine Park Dr, Winnipeg, MB R3P, Canada 18 Jul 2026

Great Outdoors Comedy Festival: Matt Rife - Sunday Evening

Assiniboine Park 18 Jul 2026

Great Outdoors Comedy Festival (18+) - Winnipeg - 3 Day Pass - With Matt Rife

Assiniboine Park 17 Jul 2026

Jimmy Carr

Manitoba Centennial Concert Hall 13 Nov 2026

Nikki Glaser: The Stunning Tour

Centennial Concert Hall 6 Aug 2026

Great Outdoors Comedy Festival: Jim Gaffigan John Crist & Ryan Hamilton - Friday Evening

Assiniboine Park 16 Jul 2026

Mark Normand at Club Regent Casino

Club Regent Casino 13 Sep 2026

Nikki Glaser at Centennial Concert Hall - Winnipeg

Centennial Concert Hall - Winnipeg 6 Aug 2026

Bianca Del Rio at Club Regent Casino

Club Regent Casino 30 Jun 2026

Great Outdoor Comedy Festival - Friday at Assiniboine Park

Assiniboine Park 17 Jul 2026

Nikki Glaser

Centennial Concert Hall 7 Aug 2026

Adam Ray is Dr. Phil Live, Big Jay Oakerson & Donnell Rawlings - Winnipeg

55 Pavilion Cres, Winnipeg, MB R3P 2N6, Canada 19 Jul 2026

Terry Fator at Club Regent Casino

Club Regent Casino 29 Aug 2026

Bianca Del Rio

Event Centre At Club Regent Casino 29 Jun 2026

Jessi Cruickshank’s Evening Club - Winnipeg

The Park Theatre 28 May 2026

Terry Fator

Event Centre At Club Regent Casino 28 Aug 2026

Great Outdoors Comedy Festival Saturday Evening (Time:TBD)

Assiniboine Park 17 Jul 2026

2026 Great Outdoors Comedy Festival - Sunday at Assiniboine Park

Assiniboine Park 19 Jul 2026

Winnipeg: David Nihill at Rumors Comedy Club

Rumor's Comedy Club 28 Jul 2026

Jeff Arcuri & Emma Willmann - Winnipeg

55 Pavilion Cres, Winnipeg, MB R3P 2N6, Canada 18 Jul 2026

2026 Great Outdoors Comedy Festival - Saturday at Assiniboine Park

Assiniboine Park 18 Jul 2026

Parking Great Outdoors Comedy Festival (18+) - Winnipeg - Friday

Assiniboine Park 18 Jul 2026

Rita Rudner at Burton Cummings Theatre

Burton Cummings Theatre 29 May 2026

Mark Normand - Mumbo Jumbo Tour

Club Regent Event Centre 13 Sep 2026

Bianca Del Rio

Club Regent Event Centre 30 Jun 2026

Greg Warren in Winnipeg, MB

Rumor's Comedy Club 27 May 2026

Great Outdoors Comedy Festival - 3 Day Pass

Assiniboine Park 16 Jul 2026

Charlie Berens at Club Regent Casino

Club Regent Casino 25 Sep 2026

Rita Rudner

Burton Cummings Theatre 28 May 2026

Jessica Kirson at Club Regent Casino

Club Regent Casino 5 Sep 2026

Parking Great Outdoors Comedy Festival (18+) - Winnipeg - Saturday

Assiniboine Park 19 Jul 2026

2026 Great Outdoors Comedy Festival - Friday Day Pass at Assiniboine Park

Assiniboine Park 17 Jul 2026

Jessica Kirson

Club Regent Event Centre 5 Sep 2026

Darcy Oake - Winnipeg

Centennial Concert Hall 24 Oct 2026

Laura Ramoso: The Calm Down Tour

Burton Cummings Theatre 7 Nov 2026

Charlie Berens

Event Centre At Club Regent Casino 24 Sep 2026

JOSH JOHNSON'S COMEDY BAND CAMP

Burton Cummings Theatre 14 Jun 2026

COMEDY BAND CAMP ESSENTIALS 5PM (must purchase main event ticket)

Burton Cummings Theatre 14 Jun 2026

Smut Slam ”Uncharted Territory” in Winnipeg - the Adult Only Open Mic

The Limelight Karaoke Bar Winnipeg at The Riverside 11 Jun 2026

Bianca Del Rio

Club Regent Casino 1 Jul 2026

THE EXPERIENCE: MAGIC & MIND-READING SHOW – WINNIPEG, MB

Prairie Theatre Exchange 11 Jul 2026

Behind the Curtain 🎭

Gas Station Arts Centre 9 Oct 2026

JOE AVATI - WINNIPEG

Centro Caboto Centre 29 May 2026

Wedding social for Ben and Tess 💍💞

Rumor's Comedy Club 26 Jun 2026

Anubhav Singh Bassi

Burton Cummings Theatre 4 Jun 2026

Charlie Berens - The Lost & Found Tour

Club Regent Event Centre 25 Sep 2026

Rita Rudner

Burton Cummings Theatre 30 May 2026

Jessica Kirson

Club Regent Casino 6 Sep 2026

Andre-Philippe Gagnon - The World's #1 Singing Impressionist

Club Regent Event Centre 14 Aug 2026

Lenny Pearce at Burton Cummings Theatre

Burton Cummings Theatre 16 Jun 2026

Can't Buy Me Love: The Beatles Forever

Destination Dinner Stage 28 May 2026

ImproVision@The Getaway Cafe

The Getaway Cafe 30 May 2026

Ileya Festival 1.0

180 De La Cathedrale Ave 29 May 2026

Great Outdoors Comedy Festival: Jeff Arcuri - Saturday Afternoon

Assiniboine Park 17 Jul 2026

BA Johnston

234 Main St, Winnipeg, MB, Canada 29 May 2026

Great Outdoors Comedy Festival: Adam Ray - Sunday Afternoon (Time:TBD)

Assiniboine Park 18 Jul 2026

FUNdraiser Evening at Headingley Sports Bar!

Headingley, MB, Canada 30 May 2026

Great Outdoors Comedy Festival: Jeff Arcuri - Saturday Afternoon (Time:TBD)

Assiniboine Park 17 Jul 2026

Serenity & Kevin's Wedding Social @ Rumor's Comedy Club

Rumor's Comedy Club 23 Oct 2026

Great Outdoors Comedy Festival - Friday Evening (Time:TBD)

Assiniboine Park 16 Jul 2026

Winnipeg Must Laugh

Adorable Puppies for Rehoming in Winnipeg, MB Canada 22 May 2026

Weird Al Yankovic with Puddles Piddy Party

Canada Life Centre 31 Aug 2026

Great Outdoors Comedy Festival (19+) - Winnipeg - 3 Day Pass - With Matt Rife

Assiniboine Park 17 Jul 2026

Great Outdoors Comedy Festival: Adam Ray - Sunday Afternoon

Assiniboine Park 18 Jul 2026