TOSketchFestBlog
It’s time for the top five comedy shows to see in Toronto in September 2025. The days are getting shorter, the air’s getting crisper, and your iced coffee order is dangerously close to becoming a hot one. But before you swap tank tops for cardigans, we’ve got a fresh batch of comedy picks to help you laugh your way into fall.
Wondering what shows TOsketchfest is watching over the next 30 days? Consider this your comedy itinerary. Whether you’re soaking up the last bits of summer or fully embracing back-to-school energy, these shows are the perfect excuse to get out of the house and into a seat where your only job is to laugh ’til your cheeks hurt.
Spotlight
September 2 & 3
Sketch comedy takes centre stage in this brand new monthly showcase, and we’re already obsessed. September kicks off with extended sets from two of our all-time faves: Potato Potato and Small Friend Tall Friend. Big laughs, big talent: you’ll want a front-row seat.
Theatre ‘73 at The Second City, Tickets & Info
Monster Island
September 10 & 24
Toronto’s most chaotic alter egos are coming out to play. This new show is a love letter to solo character comedy, featuring the wildest, weirdest, and most wonderful one-person performances around. Stick around for the “open mic” after, where anything goes and every character gets a shot.
Comedy Bar Bloor, Tickets & Info
Carson & Taylor Make the CN Tower Disappear
September 23-27
Will the CN Tower disappear? That’s the question on everyone’s mind as magic-comedy duo Carson & Taylor return to pull off their biggest trick yet. Part illusion, part improv, all mischief. This award-winning duo is back to make you laugh and gasp in equal measure.
Theatre ’73 at The Second City, Tickets & Info
Colonial Circus by Two2Mango
September 23-28
An immersive comedic romp through the tangled history of colonization, led by two clowns with a mission. It’s playful, pointed, and has plenty of playful winks and unexpected turns. Think of it as clowning around with a purpose and hold onto your hats, Toronto!
Native Earth Performing Arts – Aki Studio, Tickets & Info
Lipsynced
September 26
Part drag, part improv, and all party! Hosted by show creator Tom Hearn (a.k.a. Hunni Krüller), this high-energy showdown features Toronto’s top comedians battling it out in lip-sync-fuelled scenes. Expect iconic songs, outrageous comedy, and one fabulous winner crowned by audience vote.
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 September 2025. Like our picks? Let us know!
Have a show you would like us to know about? Contact info@torontosketchfest.com.
