Damon Williams November 23, 2026

City Winery Chicago presents Damon Williams live on Monday, November 23rd at 7:30 PM.

Damon Williams brings his signature Chicago style, sharp wit, and decades of comedy experience to the stage for a night of nonstop laughs and unforgettable storytelling. With more than 25 years in the comedy industry, Williams got his start at Chicago’s legendary All Jokes Aside Comedy Club before making his mark on national stages and television. His credits include 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. He also became a familiar voice on the nationally syndicated Tom Joyner Morning Show and a regular on Windy City Live. Beyond performing, Williams continues to support the comedy community through his work with Riddles Comedy Club. Most recently, he stars in Laugh Tonight with Damon Williams on UrbanFlixTV.

Doors open: 6:00 PM