Cheshire Cat ComedyCheshire Cat Comedy
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Cheshire Cat Comedy
Photo by Erik Schwerdtfeger

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

COMEDY IN THE CAVERN

COMEDY IN THE CAVERN

January 16, 2026 | 8:00pm
The Rigby Pub, Grill, and Event Venue
TICKETS
WORDS WITH NERDS

WORDS WITH NERDS

January 23, 2026 | 8:00pm
Forward Madison FC
TICKETS
MAKE AMERICA GAY AGAIN: A COMEDY SHOW

MAKE AMERICA GAY AGAIN: A COMEDY SHOW

January 29, 2026 | 7:00pm
Crucible Madison
TICKETS
THE COMEDY BUNKER

THE COMEDY BUNKER

February 7, 2026 | 8:00pm
Hotel Indigo Madison Downtown, an IHG Hotel
TICKETS
COMEDY F*CK FEST

COMEDY F*CK FEST

February 13, 2026 | 7:00pm
Crucible Madison
TICKETS
BEST DATE, WORST DATE: A COMEDY SHOW

BEST DATE, WORST DATE: A COMEDY SHOW

February 14, 2026 | 8:00pm
The Forward Club
TICKETS
WORDS WITH NERDS

WORDS WITH NERDS

February 19, 2026 | 7:00pm
Crucible Madison
TICKETS
BYOB: BRING YOUR OWN BABY

BYOB: BRING YOUR OWN BABY

February 21, 2026 | 5:30pm
Madison Children's Museum
TICKETS
THE ROAST OF MATTHEW MANDLI

THE ROAST OF MATTHEW MANDLI

February 21, 2026 | 8:00pm
Forward Madison FC
TICKETS
OH, MY! A STAND-UP & BURLESQUE VARIETY SHOW

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

March 13, 2026 | 7:00pm
Crucible Madison
TICKETS
AN EVENING OF STAND-UP WITH PETER ANGELO

AN EVENING OF STAND-UP WITH PETER ANGELO

May 30, 2026 | 8:00pm
Forward Madison FC
TICKETS