About Us

Riddles Comedy Club is a family-owned Chicago South Side institution that was originally established June 10, 1990 as KJ Riddles. The name was later shortened to RIDDLES after changing locations from Orland Park, IL to Alsip, IL.

Riddle’s Comedy Club

Since 1990, Riddle’s Comedy Club has been a cornerstone of the comedy scene, delivering big laughs and unforgettable nights. Known for its intimate atmosphere and top-notch talent, Riddle’s has been a launchpad for rising stars and a stage for comedy legends. Whether you’re a fan of sharp wit, observational humor, or side-splitting improv, Riddle’s offers something for everyone. With over three decades of laughter and counting, it’s the perfect place to unwind, enjoy great company, and keep the jokes rolling. Come for the comedy—stay for the memories!

Comedians who have shared our stage in the past:

Drew Carey | George Lopez | Martin Lawrence Louie Anderson Richard Jeni | Larry Miller | Gabe Kaplan | Dom Irrera | Jeff Dunham  Jimmy "JJ" Walker | Tom Dreesen | Paul Rodriguez

Riddles is also home to fresh and upcoming comics, and we host Open Mics every Monday to showcase new talent in the
Chicagoland area!