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October 2025
- Sunday October 19th 01:00PM
- Sashay! Comedy and Drag Brunch
- Every last Sunday of the month at 1:00 pm, Chicago’s legendary Laugh Factory opens itsdoors for Sashay! Sashay brings together some of the nation’s best queer comedians and drag artists for a laugh-out-loud legendary brunch at the Chicago Laugh Factory. But Sashay is more than a brunch, it’s one of the longest-running queer comedy shows in the United States. And you are part of the fun - from slumber party games like you’ve never seen them to the unpredictable and iconic Lip Sync Showdown, you could find yourself sashaying away with fabulous prizes! Sashay is an invitation to step out, step up and be seen, by and with the funniest and hunniest in Chicago. Put on your highest heels or your butchiest boots and step into a new comedy experience.
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- Sunday October 19th 07:00PM
- Early Bird Special
- Early Bird Special is a comedy showcase where age comes with a punchline. Featuring a lineup of seasoned comedians all 55 and over, this show brings sharp wit, life wisdom, and the kind of perspective you only get after five decades on the planet. These comics prove that funny doesn't fade with time—it gets better. Come for the early laughs, stay for the late-night energy.
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- Sunday October 19th 09:00PM
- Chicago's Best Stand Up
- Chicago's Best Standup Comedy is back better than ever. We've compiled the absolute best standup comedy lineup that you will see in the city. Today's biggest names and local comedians will deliver something for every taste and style of comedy.
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