TOSketchFestBlog

It’s time for the top five comedy shows to see in Toronto in October 2025. The days are getting spookier, the pumpkins transforming into jack-o-lanterns, and we’re putting the final touches on halloween costumes. But before you transform into a princess or a ghost, we’ve got a fresh batch of comedy picks to laugh away all of the scary thoughts.
Wondering what shows TOsketchfest is watching over the next 31 days? Consider this your comedy itinerary. Whether you’re apple picking or ducking monsters in a haunted house, these shows are the perfect excuse to have a very satisfying night of laughter.
Featured photo of the Red Hot Sili Peppers by Elana Emer at TOsketchfest in March 2025
Goth Prom
October 4
Award-winning physical comedy troupe Sex T-Rex (SwordPlay, Crime After Crime) are working on their newest piece, a gothic-horror-meets-80s-teen-movie mashup – think Buffy The Vampire Slayer meets The Breakfast Club. Join them at Goth Prom to help make it happen and experience fantastic guest performances. End the night with an epic dance party!
Video Cabaret, Tickets & Info
Gillian Bartolucci’s “i Love to Have to do This”
October 4
Gillian Bartolucci takes the stage with a best-of collection from her solo sketch work in this filmed live event. I Love to Have to Do This celebrates ten years of characters and comedy – recorded live for the very first time.
Assembly Theatre, Tickets & Info
Pep Talk
October 9
After being awarded the ‘Sketchiest Sketch Troupe’ at this year’s Toronto Sketch Comedy Festival The Red Hot Sili Peppers are excited to bring you their Sketchiest Sketch Show: Pep Talk. Directed by Sarah Hillier, it’s a collection of their latest and greatest bits. Expect spice, danger, women, denim, champagne, wigs, chaos, clarity, kissing, makeup (you’re welcome), and more.
All proceeds will be going directly to the seed fund for next year’s recipients of this burden – SORRY, we mean wonderful honour. A bit more about the award … The Understudies Sketchiest Sketch Troupe Award is a peer-nominated award and is given to the troupe performing in this year’s Festival who “best embodies what sketch and sketch troupes are all about.”
Comedy Bar Danforth, Tickets & Info
Laura Ramoso: Work in Progress
October 6, 20, 27 (and November 3, 10, 17, 24)
Laura Ramoso tries out new material (and brings back some crowd favourites 😉 ) in preparation for her upcoming 2026 tour.
Laura Ramoso is a German-Italian comedian best known for her live sketch specials and viral impressions on social media. She has amassed over 3 million followers with hit characters like “German Mom,” “Italian Dad,” and “Chiara”. In 2023, she performed entirely sold-out runs at the Edinburgh Fringe Festival and London’s Soho Theatre with her critically-acclaimed second hour, FRANCES. Laura was named a 2023 Just for Laughs New Face of Comedy. In 2024, she embarked on her first international tour with her third special, Sit Up Straight, running 60+ sold-out shows throughout Australia, New Zealand, Europe, the UK, Canada, and the US. Most recently, she opened for Tina Fey and Amy Poehler on their Restless Leg tour at the Wang Theatre in Boston.
Comedy Bar Bloor, Tickets & Info
What We Dune in the Shadows
October 30, 31
Players presents a spooky & spicy mash-up of your favourite vampires in the sand dunes of Arrakis in our first ever Halloween show. Blood, sex, rock n’ roll… and sandworms? Come party, laugh, and dance the night away with our live band & frightening comedians. All proceeds go to charity, so you can put on your slutty pizza costume for a good cause.
Comedy Bar Danforth, Tickets & Info
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Want to see more funny in the city?
Thanks for checking out TOsketchfest’s Top 5 Comedy Shows to see in Toronto in October 2025. Like our picks? Let us know!
Have a show you would like us to know about? Contact info@torontosketchfest.com.