Winnipeg Stand-Up Comedy Shows

Splitting her time between NYC and Toronto, Anjelica is a comedian who won the 2024 Boston Comedy Festival, becoming the first Canadian woman to achieve this honour. She has performed at top venues, including Massey Hall and The Wilbur, and has taped segments for the Winnipeg Comedy Festival and Don’t Tell Comedy.  Her EP with Just For Laughs Originals is available on all streaming platforms and can be heard on Sirius XM Comedy Club. She has opened for Shane Gillis, Joe List, Stavros Halkias, Rachel Feinstein, and Jay Pharaoh. Her festival appearances include headlining the Cleveland Comedy Festival, Rogue Island Comedy Festival, Edmonton Comedy Festival, Limestone Comedy Festival, West End Comedy Festival, 10,000 Laughs Festival, Laughing Skull Comedy Festival, and Just For Laughs Toronto. Anjelica’s acting credits include Disney’s Camp Rock, CTV’s Satisfaction, CBC’s Frankie Drake Mysteries, and Netflix’s Little Italy.  View Full Bio

John Mostyn is a Toronto based comedian hailing originally from Glasgow, Scotland. Since moving to Canada, he has quickly emerged himself as one of the most exciting and popular performers in the city. John's storytelling and quickwitted fish-out of-water humour has had him likened to other Scottish comedy legends; Billy Connolly and Kevin Bridges. A charming, friendly, and hilarious stand up, he is always a crowd favourite. 

John was recently featured in Interrobang's top ten up-and-coming comedians to watch in Canada.

His debut album ,'Scottish C*nt', was released in 2022 via Cottage Country Digital, went straight to #1 on the ITunes chart, and was received to great critical acclaim. The Interrobang listed it as #1 Comedy Album in Canada 2022, and legendary comedy reviewer, Glen Sumi, called it his #2 Canadian comedy album of the year.

John has opened up for comedy heavyweights such as Russell Howard, James Adomian, Josh Gondelman, River Butcher, Randy Feltface, Amy Miller, and Matt Braunger.

He has  performed at Just For Laughs Toronto, Edinburgh Fringe Festival, Cottage Comedy Festival, Brantford Comedy Festival, Toronto Sketchfest, Montreal Sketchfest, the United Comedy Festival and more.

In 2016 he won the 'Mark Breslin Award for Stand up Comedian of the Year'.

John performs nightly in Toronto and regularly performs across Canada and the United States. View Full Bio

Find out what everyone from the Middle East to Middlesex already knows: internationally renowned comic Pete Johansson is one of the brightest, engaging, and thrilling comics working today. Don’t miss this rare chance to see a masterclass in stand-up performance. View Full Bio

Andrew Barr is an old man trapped in a tiny young man's body. A unique combination of grumpy and silly, he has delighted audiences nationwide.
Never one to shy away from a topic, Barrman has a knack for breaking down divisive issues in a way that makes a whole room laugh. View Full Bio

Jeff McEnery won the prestigious "Tim Sims Encouragement Award" in 2005, "Yuk Yuk's Great Canadian Laugh Off" in 2006 and was named “Best Stand-Up Newcomer” at the 2007 Canadian Comedy Awards. Since then, Jeff has become a headliner for Yuk Yuk’s and has made multiple appearances at every major Canadian comedy festival, including the Just For Laughs, Winnipeg, and Halifax. Jeff's Comedy Now! stand-up special was broadcast on CTV in 2011. In 2015, he was nominated for 'Best Male Stand-Up' at the Canadian Comedy Awards.​ Jeff had a lead acting role in the critically acclaimed drama "Dog Pound." He was also a cast member on the Comedy Network’s sketch series "Hotbox" and has made guest appearances on "Letterkenny," "Covert Affairs," "The Jon Dore Television Show," and "Naturally Sadie." Jeff was a writer for the CBC's hit show "Still Standing." View Full Bio

Jeff McEnery won the prestigious "Tim Sims Encouragement Award" in 2005, "Yuk Yuk's Great Canadian Laugh Off" in 2006 and was named “Best Stand-Up Newcomer” at the 2007 Canadian Comedy Awards. Since then, Jeff has become a headliner for Yuk Yuk’s and has made multiple appearances at every major Canadian comedy festival, including the Just For Laughs, Winnipeg, and Halifax. Jeff's Comedy Now! stand-up special was broadcast on CTV in 2011. In 2015, he was nominated for 'Best Male Stand-Up' at the Canadian Comedy Awards.​ Jeff had a lead acting role in the critically acclaimed drama "Dog Pound." He was also a cast member on the Comedy Network’s sketch series "Hotbox" and has made guest appearances on "Letterkenny," "Covert Affairs," "The Jon Dore Television Show," and "Naturally Sadie." Jeff was a writer for the CBC's hit show "Still Standing." View Full Bio