Skip header
George Willborn
City Winery LLC
George Willborn

George Willborn

05/06/2026
Wed 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States
The sale has ended
City Winery Chicago Presents George Willborn on Wednesday, May 6th at 7:30 PM!

George Willborn delivers over three decades of fearless, high energy stand up with his signature “Stress Reliever” style of comedy. Known for his razor sharp wit and masterful improvisation, Willborn thrives in the moment, creating a show that keeps audiences laughing and guessing at every turn. His ability to connect with a crowd and turn everyday situations into unforgettable punchlines makes each performance feel spontaneous, lively, and completely one of a kind.

A veteran of some of comedy’s most recognizable platforms, Willborn has appeared on Def Comedy Jam, BET’s Comic View, Showtime at the Apollo, Comedy Central, and TV One. He has also performed on major urban comedy tours, appeared in national stage plays, and continues to headline top comedy clubs across the country.

Beyond the stage, George is a legendary voice in radio, having co hosted nationally syndicated programs including the Michael Baisden Show, the Doug Banks Show, and the Frank Ski Show.

Don’t miss your chance to experience George Willborn live for a night packed with laughter. Join us for an unforgettable evening of comedy, wine, and great entertainment.


🍽️ 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 Plus 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)

George Willborn
Main Stage, City Winery Chicago
The sale has ended
05/06/2026
Wed 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States