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The Second City to Present New Show THANK YOU, GOODNIGHT

Performances will run from October 3 – 24 at 7 p.m. in Donny’s Skybox Theater.

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The Second City to Present New Show THANK YOU, GOODNIGHT

Head to The Second City for a fast, funny, one-of-a-kind night of comedy. The legendary theater will present Thank You, Goodnight, a brand-new production running October 3 – 24 at 7 p.m. in Donny’s Skybox Theater. Directed and created by former Mainstage director Rob Wilson, the show combines Chicago’s sharpest stand-up with world-class improv for an experience you won’t find anywhere else.

Audiences will first catch killer stand-up sets from some of the city’s most acclaimed comics. Sam Birru (Just For Laughs, Laugh Factory, Zanies), Kristen Toomey (Netflix is a Joke, Kevin Hart’s LOL), and Kellye Howard (Comedy Central, Last Comic Standing) are among the standout performers taking the mic.

Then, The Second City’s all-star improvisers jump in, spinning those sets into brand-new, never-to-be-seen-again scenes. It’s the best of both worlds—stand-up and improv—rolled into one high-energy show that’s fresh every single night.

Thank You, Goodnight is comedy you can’t see anywhere else—because it’s different every time, and it’s only at The Second City.



Theater Fans' Choice Awards
2026 Theater Fans' Choice Awards - Live Stats
Best Touring Production - Top 3
1. Hadestown
10.7% of votes
2. Hamilton
8.7% of votes
3. & Juliet
8.4% of votes

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