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Damon Williams
City Winery LLC
Damon Williams

Damon Williams

11/23/2026
Mon 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States
City Winery Chicago Presents Damon Williams live on Monday, November 23rd at (opens in a new tab)7:30 PM! (opens in a new tab)

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 extensive 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 champion the comedy community through his work with Riddles Comedy Club, helping create opportunities for comedians at every stage of their careers. Most recently, he stars in Laugh Tonight with Damon Williams on UrbanFlixTV.

Get ready for smart observations, cultural insight, and the kind of authentic Chicago humor that keeps audiences coming back.


🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)


Reserve your preferred wine by filling out this form(opens in a new tab) and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.


2 Item Per Person Encouraged

🎶 While we do not require a two-item food or beverage minimum, we strongly encourage it. Most ticket revenue goes directly to the artist and production costs, so food and drink purchases help support the staff, service, and atmosphere that make these intimate shows possible.

The good news: we think you’ll love the food and wine just as much as the show.

🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile VIP+ members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.(opens in a new tab)

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Damon Williams
Main Stage, City Winery Chicago
11/23/2026
Mon 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States