Eleven days of big-name stand-up across Chicago, including Joey Diaz, Bert Kreischer, Nikki Glaser, Michelle Wolf and a phone-free Ali Siddiq show at Wintrust Arena in the South Loop.
The 312 Comedy Festival takes over Chicago's big rooms for eleven nights in November. This year's headliners include Joey Diaz (Nov 5) and Bert Kreischer (Nov 6) at the Chicago Theatre, Nikki Glaser for a three-night run (Nov 13–15) at the Chicago Theatre, Michelle Wolf with two shows at the Vic (Nov 14), and Ali Siddiq at Wintrust Arena (Nov 14).
The Ali Siddiq show is the closest to the South Side, at Wintrust Arena on the edge of the South Loop, and it's phone-free: devices go into locked pouches at the door. Each show is ticketed separately through the venue; check each venue for times and prices.
Details checked against the official organizer on Oct 8, 2026. Times and prices can change, so confirm with the organizer before you go.
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