Chicago Today

By the People, for the People

The Best of The Second City

April 20, 2026 7:00 pm

Second City-Chicago: Mainstage
1616 N. Wells St., Chicago, IL 60614

Witness the best of The Second City's legendary comedy troupe as they take the stage for a night of hilarious sketches, improv, and satirical commentary. Prepare to be entertained by the quick wit and sharp social observations that have made The Second City a Chicago institution for over 60 years.

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Why We Like It

  • The Second City has launched the careers of some of the biggest names in comedy, including Tina Fey, Stephen Colbert, and Keegan-Michael Key.
  • Expect a fast-paced, high-energy show that will keep you laughing from start to finish.
  • The troupe's unique blend of topical humor and improv will leave you with a fresh perspective on the world around you.

Who Should Attend

Comedy fans, improv enthusiasts, and anyone looking for a night of side-splitting laughter will enjoy this event. It's the perfect outing for groups of friends, date nights, or a fun family activity.

In the Spotlight

The Second City Ensemble

The talented ensemble of comedians and improvisers who make up the core of The Second City's renowned comedy troupe.

About the Venue

Second City-Chicago: Mainstage

The iconic Second City comedy theater in the heart of Chicago, known for its intimate, cabaret-style setting that puts the performers right in the audience's lap.

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