George Willborn

Get ready to laugh until your sides ache as Chicago comedy legend George Willborn takes the stage at the intimate and sophisticated City Winery in Chicago. Known for his razor-sharp wit, infectious energy, and masterful storytelling, Willborn delivers a brand of comedy that is both deeply relatable and brilliantly observational — earning him a devoted following across the Midwest and beyond. City Winery provides the perfect backdrop for an unforgettable evening of laughs. With its warm, upscale ambiance, world-class wine and craft cocktails, and delicious dining options, the venue transforms a night of stand-up into a full sensory experience. Settle in at your table on Thursday, May 7, 2026, order a glass of something exceptional, and let George Willborn do what he does best — command a room with effortless charm and side-splitting humor. Whether you're a longtime fan or discovering George Willborn for the first time, this is the kind of live comedy experience that reminds you why nothing compares to laughing in a room full of people. Tickets are limited, so secure your spot early and prepare for a Thursday night in Chicago you won't soon forget.