Comedy fans, get ready to laugh out loud! Chicago is gearing up for an exciting lineup of comedy events in 2025, featuring some of the biggest names in stand-up, improv, and sketch comedy. Whether you ...

The nationally acclaimed comedy festival brings its biggest Midwest showcase yet to The Den Theatre for one unforgettable night of culture, comedy, and chaos. CHICAGO, IL, UNITED STATES, May 17, 2026 ...

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What do Tina Fey, Bill Murray, John Belushi, Mike Myers, Martin Short, Stephen Colbert, Gilda Radner, Joan Rivers and Chris Farley have in common? They all got their start at The Second City — the ...

The North Side has long reigned as the cradle of Chicago comedy. Stand-ups flock to Zanies or The Laugh Factory, and improvisers and sketch comics flit between The Annoyance, The Second City and iO.

This weekend Comedy Dance Chicago is celebrating 10 years with a special anniversary show and fundraiser. They’re calling it their biggest, weirdest, danciest bash yet. Sarah and Michael join us with ...

“Being naturally gifted is something I don’t take for granted,” says Jeremiah Frazier, the Chicago comedian better known by his stage name FrayWay. “But listen, understand that there are some ...

Jeremiah Frazier, known professionally as FrayWay, embodies the multifaceted talent that Chicago’s entertainment scene has cultivated. A comedian, musician, actor, and host with a theatrical ...