D.L. Hughley

Get ready to laugh until it hurts as the legendary D.L. Hughley brings his razor-sharp wit and unfiltered brilliance to Chicago's iconic comedy scene. One of the original Kings of Comedy, Hughley has spent decades mastering the art of turning real life, politics, and cultural commentary into side-splitting, thought-provoking stand-up that leaves audiences both breathless and enlightened. His performances are not just shows — they are events that linger with you long after the laughter fades. Hughley takes the stage at Chicago Improv for a run of exclusive 21+ performances across the weekend of May 16–17, 2026, offering multiple show times to fit your schedule. With a venue known for its intimate atmosphere and top-tier acoustics, every seat feels like the best in the house. Whether you're a lifelong fan or discovering his genius for the first time, the energy inside the room when Hughley commands the mic is something truly unforgettable. This is your chance to experience one of comedy's most celebrated voices in a setting perfectly designed for live performance. Grab your tickets early — multiple shows across the weekend mean opportunities for groups of all sizes, but demand for D.L. Hughley is always high. Come expecting bold punchlines, fearless honesty, and the kind of comedic mastery that only comes from a true legend of the craft.