Toronto in May 2026: Events & Festivals

Mayfly Creative Productions in collaboration with Two of Hearts Chapel presents The Menagerie: Abyss. Follow the Madame as she uncovers the mysterious life of her late husband, ...  »

The Best Damn Stand-Up Comedy Show features three headlining comedians for an unforgettable night of stand-up in Toronto. Comedians have been featured on Just For Laughs, Comedy ...  »

Get ready for a night full of laughs with Jesse Singh live at the Backroom Comedy Club! Join us on May 29th, 2026 at 8PM & 10PM (Eastern ...  »

The mini is BACK! A mini show packed with comedians you’ve seen on Just for Laughs, CBC, CTV + More! Hosted by: Anasimone Featuring: Bren D’Souza ...  »

Confessions of a Black Girl Who Should Have Known Better is not just a show—it’s an experience. Spend an unforgettable night with Trey Anthony as ...  »

A new theatre performance exploring the weight of keeping traditional Irish music alive and the artist’s need to express their true self. Danny O’Mahony has ...  »

For Flamenco, ‘Tango’ is a palo (a specific style of the art form). But for many people, ‘Tango’ might mean Argentine Tango…. so what’s the difference? 🤔 ...  »

Back with a SHE-bang! 📣💥 From the gals behind Ladies First (Toronto’s Friendliest Open Mic) comes Ladies First Comedy SHE-bang, a hilarious showcase of femme & queer ...  »

In Worlds Collide, your favourite characters get smashed together an explosive, unpredictable show. Eight of Toronto’s funniest comedians play characters from fiction, history, pop culture and ...  »

Step into a hilarious night of mystery, murder, and interactive comedy with The Dinner Detective Mississauga — North America’s largest interactive true crime dinner show! Unlike traditional ...  »

Mark of a Woman is a live performance project by Chisato Minamimura, celebrating and exploring personal histories & authentic accounts of the undertold relationships between women and ...  »

Bobby Lee is best known for his numerous years as a cast member on MAD TV and his hit podcasts, BAD FRIENDS and TIGER BELLY, two of ...  »

Bol, brown boy, bol is a cheeky, heartfelt solo show about Nawaaz’s journey of reclaiming his voice and cultural inheritance through learning tabla, a northern Indian ...  »

Greetings traveller! You’re in luck: Tadrak’s goblin market will be opening at the Red Sandcastle Theatre for one week only! Looking for something different? Unusual? ...  »

The Best Damn Stand-Up Comedy Show features three headlining comedians for an unforgettable night of stand-up in Toronto. Comedians have been featured on Just For Laughs, Comedy ...  »

Sooshi Mango are one of Australia’s most successful and beloved comedy acts, created by brothers Joe and Carlo Salanitri and their close friend Andrew Manfre. About ...  »

Up in Jokes Toronto Comedy Show is taking comedy to a higher level! Featuring a lineup of hilarious comedians who know how to bring the laughs, this ...  »

Indigenous youth from across Canada will take centre stage in Toronto for an electrifying performance at Outside Looking In’s 19th Annual Showcase. Featuring 110 talented Indigenous youth ...  »

Up in Jokes Toronto Comedy Show is taking comedy to a higher level! Featuring a lineup of hilarious comedians who know how to bring the laughs, this ...  »

Get ready for a night full of laughs with Adrienne Fish at the Backroom Comedy Club! This one night only show is happening on May 8th, 2026 at 8...  »

Step into a Golden Age Variety Spectacular where jazz swings, comedy sparkles, and glamour reigns supreme. Featuring live music, burlesque, and laugh-out-loud musical comedy, this show is ...  »

Actress, Comedian, Writer and Host Fortune Feimster is currently on her national Takin’ Care of Biscuits tour and in production on Will Ferrell’s Untitled Netflix Golf ...  »

Lights, camera… improv! Movie: The Improvised Musical brings your fave films to the stage as never before—completely unscripted and sung on the spot. You pick the ...  »