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Cheshire Cat Comedy brings award-winning live entertainment to venues across the Madison area and beyond.

Our shows feature stand-up, infotainment, live music, burlesque, drag, and more.

Best of MadisonBreese Stevens FieldCrucibleThe Cardinal BarWisconsin Science FestivalDestination MadisonComedy CabinThe Lincoln Lodge

Upcoming Shows

THE COMEDY BUNKER

THE COMEDY BUNKER

December 6, 2025 | 8:00pm
Hotel Indigo Madison Downtown, an IHG Hotel
TICKETS
DUDE, WHERE'S MY VAPE?

DUDE, WHERE'S MY VAPE?

December 7, 2025 | 7:00pm
Dank of America
TICKETS
OH, MY! A STAND-UP & BURLESQUE VARIETY SHOW

OH, MY! A STAND-UP & BURLESQUE VARIETY SHOW

December 12, 2025 | 7:00pm
Crucible Madison
TICKETS
WORDS WITH NERDS

WORDS WITH NERDS

December 18, 2025 | 7:00pm
Crucible Madison
TICKETS
THE COMEDY BUNKER

THE COMEDY BUNKER

December 19, 2025 | 8:00pm
Hotel Indigo Madison Downtown, an IHG Hotel
TICKETS
'TWAS THE VIBE BEFORE CHRISTMAS

'TWAS THE VIBE BEFORE CHRISTMAS

December 20, 2025 | 8:00pm
Forward Madison FC
TICKETS
YEAR IN REVIEW: A COMEDY SHOW

YEAR IN REVIEW: A COMEDY SHOW

December 26, 2025 | 8:00pm
Forward Madison FC
TICKETS
THE UGLY SWEATER PARTY: A COMEDY SHOW

THE UGLY SWEATER PARTY: A COMEDY SHOW

December 27, 2025 | 8:00pm
Hotel Indigo Madison Downtown, an IHG Hotel
TICKETS
OH, MY! A STAND-UP & BURLESQUE VARIETY SHOW

OH, MY! A STAND-UP & BURLESQUE VARIETY SHOW

January 9, 2026 | 7:00pm
Crucible Madison
TICKETS
THE COMEDY BUNKER

THE COMEDY BUNKER

January 10, 2026 | 8:00pm
Hotel Indigo Madison Downtown, an IHG Hotel
TICKETS
WORDS WITH NERDS

WORDS WITH NERDS

January 23, 2026 | 8:00pm
Forward Madison FC
TICKETS
COMEDY F*CK FEST

COMEDY F*CK FEST

February 13, 2026 | 7:00pm
Crucible Madison
TICKETS