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The Best of The Second City: America’s Big Beautiful Birthday

  • In-Person
  • Second City – UP Comedy Club
    230 W North Ave
    Chicago, IL 60614
  • 7PM – 9PM EDT
The Second City black logo

Doors open at 7:00 PM Central Time. Show begins at 7:30 PM Central Time.

The Best of The Second City: America’s Big Beautiful Birthday has a little fun at the country’s expense on the eve of its 250th birthday. Featuring fan-favorite scenes from our archives—written by legendary alumni like Tina Fey, Bill Murray, Catherine O’Hara, Keegan-Michael Key, Stephen Colbert, and more—plus hilarious, on the spot improvised material created just for this show. These hilarious songs, unforgettable characters, and iconic sketches are reimagined and brought to life by a ridiculously funny cast of live comedy pros.

About the Producers
New America’s US@250 initiative is marking the nation’s forthcoming 250th anniversary in 2026—through pride in its progress, reckoning with its shortfalls, and an aspiration for a better, shared future.

The Second City is a legendary comedy theater and improvisation school based in Chicago, known for launching the careers of numerous iconic comedians and shaping modern improv and sketch comedy.