Windy City Comedy Festival Presents: Headliners Only

About this show

No openers. No filler. Just killers. Headliners Only is Windy City Comedy Fest’s premier Saturday night showcase featuring a stacked lineup of nationally touring comedians, festival favorites, and performers who know exactly how to command a room. These comics don’t need a warm-up—they are the event. Set inside Chicago’s legendary iO Theater, this showcase delivers high-energy stand-up, sharp writing, and the kind of performances that remind you why live comedy hits different. Whether you’re a comedy fan, comic, or just looking for the best Saturday night show of the fest, Headliners Only brings together some of the strongest acts of the weekend for one unforgettable lineup. ------------------------------------------------------------------------------------------------------ Additional option to include our monthly cocktail, "Aperol? Yes-and!" with your ticket. It includes Tanqueray gin, Aperol, lemon juice, and honey syrup, topped with soda water and garnished with a lemon wedge. Best part? Gratuity is included. Got a Drink Add-on? Follow these steps: • Show your ticket to the host and mention the drink add-on. • Grab your token and place it on your table. • Enjoy your drink as a server will bring it by shortly. Note: Valid ID is required for all alcohol service. No ID, no drink, no refunds.