TOSketchFestBlog
May has arrived, and the comedy cauldron is bubbling in Toronto. From fresh-faced weirdos debuting brand-new bits to seasoned acts serving up polished crowd-pleasers, this month’s lineup is full of surprises. We’ve picked 5 Toronto comedy shows to see in May 2025 that promise characters, chaos, and the kind of laughter that sticks with you. Whether you’re into offbeat oddballs or fast-paced sketch brilliance, there’s something magical waiting on stage. Call your funniest friend and grab a seat, the comedy is blooming.
TOM MORAN IS A BIG FILTHY DISGUSTING LIAR
FRIDAY MAY 2ND & SATURDAY MAY 3RD
Have you ever told a lie? How bad was it? And how far would you go to keep it a secret?
After wowing audiences at the Dublin Fringe, Edinburgh Fringe, and the Irish National Theatre, Tom Moran is bringing his critically acclaimed, award-winning solo show to Toronto. Brimming with humour and heart, Tom takes the stage to share a story, spill some secrets, and maybe—just maybe—set things right.
Theatre Passe Muraille, Tickets & Info
WTFESTIVAL’S SPRING THING
SATURDAY MAY 3RD
We’re big fans of chaos and WHAT THE FESTIVAL never disappoints. Their Spring Thing cabarets, THING ONE and THING TWO, are serving up an unpredictable mix of clown, puppetry, drag, and burlesque in two delightfully outrageous showcases. If you like your comedy with a side of “what did I just witness?”, this is your moment. #WTF
Sweet Action Theatre, Tickets & Info
NEW ARRIVALS: A DEPARTURE SOLO SKETCH SHOWCASE
THURSDAY MAY 8TH
We can’t wait for this one. New Arrivals is a showcase of solo sketch comedy from some of Toronto’s best and boldest. Co-produced by Departure and The Second City, it’s packed with names we love and hosted by the brilliant Tricia Black. These are the voices shaping the future of Canadian comedy, and you’ll want to say you saw them here first. Featuring performances by Gillian Bartolucci, Anders Yates, Paloma Nuñez, Gavin Pounds, Sam Hancock, Andy Assaf, Jon Blair & Chelsea Larkin.
The Second City’s Theatre ‘73, Tickets & Info
ANNA ROISMAN AND TOM HEARN PRESENT: FABULOUS SWEETIE
FRIDAY MAY 23RD
Viral comedians Tom Hearn and Anna Roisman have teamed up for a night of chaos with the Fabulous, Sweetie! This comedy extravaganza blends stand-up, musical performances, and unforgettable celebrity impressions of icons such as Ina Garten, Kris Jenner, James Corden, Countess Luann, Martha Stewart, Joan Rivers, Hillaria Baldwin, Kody Brown and many more. After touring the US including the New York Comedy Festival, this fabulous duo lands in Toronto for one night only. Don’t miss it, sweetie.
Comedy Bar Danforth, Tickets & Info
TROUPES: SKETCH SHOWCASE
FRIDAY MAY 30TH & SATURDAY MAY 31ST
We’re closing out the month with a laugh riot. TROUPES: Sketch Showcase is a hilarious sketch comedy trip straight to laugh town! With a cast ready to tackle life’s weirdest moments, this show is part sketch revue, part hug for your funny bone. This night of laughter, song, sketch and improv is a “mind hug,” not to be missed! Come for the chaos, stay for the catharsis.
CB Pro, Tickets & Info
Each of these 5 Toronto comedy shows brings a fresh dose of funny to the stage. Whether you’re into outrageous characters, sharp sketch, or unpredictable variety, there’s something this month that’ll leave you laughing. Let May be your comedy era.
Feeling like a road trip?
Say bonjour to Montreal Sketchfest May 1-10 or hop on a quick flight to St. John’s for NL Sketch Fest May 13-19!
Want to see more funny in the city?
Thanks for checking out TOsketchfest’s 5 Comedy Shows to see in Toronto May 2025. Like our picks? Let us know!
Have a show you would like us to know about? Contact info@torontosketchfest.com.
