City of Toronto events
Sleigh It Ain’t So
Comedy · Live Performances · Theatre · Winter Holidays
About this event
Light up your holiday season with a merry comedy spectacular brimming with laughter and holiday cheer. Enjoy a playful mix of classic sketches from The Second City’s celebrated archives, dazzling new material, and the uproarious improv antics that have made The Second City a comedy legend. It’s the perfect way to add joy and hilarity to your festivities!
Listed dates and venues
All times shown in Toronto time. Additional dates or exceptions may be listed on the event website.
Schedule may vary. Please confirm with the organizer.
The additional event dates are December 18, 20, 23, 26 and 27. Please visit our website for more information.
Upcoming and ongoing · 15 entries
Thu, Nov 19, 2026 · 4 PM–5:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Nov 19, 2026 · 7 PM–8:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Fri, Nov 20, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sat, Nov 21, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sun, Nov 22, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Nov 26, 2026 · 4 PM–5:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Nov 26, 2026 · 7 PM–8:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Fri, Nov 27, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sat, Nov 28, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sun, Nov 29, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Dec 3, 2026 · 7 PM–8:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sat, Dec 5, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Sun, Dec 6, 2026 · 8 PM–9:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Dec 10, 2026 · 4 PM–5:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Thu, Dec 10, 2026 · 7 PM–8:30 PM
The Second City Toronto
110 Harbour St, Toronto, ON, M5J 0B7
Directions ↗The event will be held in the Theatre '73 venue.
Explore more of Toronto
Find parks, community centres and drop-in activities in the TONearby app.
More upcoming events
Browse all Toronto events →Source: City of Toronto Festivals & Events open data. Last checked Oct 13, 2026, 4:41 p.m. EDT. Source record updated Oct 7, 2026, 3:02 p.m. EDT. Listings can change between updates. Confirm details before travelling. TONearby is not affiliated with the City of Toronto.