Comedian Damon Williams brings more than 25 years of stand-up experience to City Winery Chicago on Monday, November 23rd, at 7:30 PM. The veteran performer’s career spans national television, syndicated radio, and local Chicago comedy institutions.
Damon Williams Live at City Winery Chicago
Doors open at 6:00 PM for the Monday night performance, giving attendees time to be seated before the 7:30 PM showtime. The performance features Williams’s signature Chicago style and sharp wit, developed over decades on stage.
Williams launched his comedy career at Chicago’s legendary All Jokes Aside Comedy Club before expanding to national tours and television. His national television credits include appearances on BET’s Comic View, Comedy Central’s Premium Blend, HBO’s Bad Boys of Comedy, BET Live, and TV One’s Tom Joyner Sky Show. Beyond live stand-up, listeners came to recognize his voice on the nationally syndicated Tom Joyner Morning Show, and local audiences watched him regularly on Windy City Live.
Damon Williams supports local comedy and streams on UrbanFlixTV
Alongside his performance schedule, Williams remains active behind the scenes supporting the local comedy community through his work with Riddles Comedy Club. His most recent projects include starring in Laugh Tonight with Damon Williams on UrbanFlixTV, bringing his brand of storytelling to streaming audiences.

The event marks another chapter in a career that has bridged the gap between classic Chicago club comedy and national broadcast platforms.
Frequently Asked Questions About the Performance
What time does the show start on November 23rd?
The performance begins at 7:30 PM, with venue doors opening earlier at 6:00 PM to accommodate guests.
Where is the Damon Williams show taking place?
The performance is scheduled at City Winery Chicago.
Where can audiences stream Damon Williams’s current work?
Williams currently stars in Laugh Tonight with Damon Williams, which is broadcast on UrbanFlixTV.
Worth a look