The Best of The Second City: Chicago-Style is a laugh-out-loud love letter to the Windy City. 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 brand-new original 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. Whether you’re visiting Chicago or born and raised in Wrigleyville (our deepest condolences), this show is your comedic cheat sheet to all things Chicago.
SUBMIT UPDATES
The Second City Frequently Asked Questions FAQ
The Second City is at 1616 N. Wells Street, Chicago, IL.
Chaos Theory of Everything (6/11/25-1/1/26)
The Best of The Second City: Chicago-Style (6/1/25-11/24/25)
No Grown-Ups Allowed (6/1/25-9/6/25)
Victor Wong Showcase (5/6/25-5/27/25)
This Too Shall Slap (5/1/25-1/25/26)
Clued In: An Invitation to Die For (10/10/24-10/31/24)
She The People (10/5/24-11/23/24)
Ring Lights & Lattes (9/18/24-10/24/24)
Sheila’s Sister and Her Musical Cousins (5/6/23-5/27/23)
Rizz the Season (11/18/25-1/4/26)
Videos
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Irving Berlin's White Christmas
Paramount Theatre (11/12 - 1/11) | |
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Amadeus
Steppenwolf Theatre Company (11/6 - 1/4) | |
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A Carpenters Christmas
Raue Center For The Arts (12/10 - 12/10) | |
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Jingle Belles Comedy
Raue Center For The Arts (12/11 - 12/11) | |
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Miracle on South Division Street
Citadel Theatre (11/14 - 12/14)
DISCOUNT
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Anthony Rapp: Home for the Holidays
Lookingglass Theatre Company (12/17 - 12/20) | |
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RCSA presents A Cripple Creek Christmas Carol
Raue Center For The Arts (11/21 - 12/7) | |
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A Soulful Motown Christmas Holiday Cabaret
Harris Theater (12/13 - 12/13) CONCERT HOLIDAY SHOW | |
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MRS. DOUBTFIRE
Prairie Home Alliance Theater (3/10 - 3/11) | |
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You've Got A Friend
4 Chairs Theatre (12/10 - 12/10) | |
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It’s a Wonderful Life: Live in Chicago!
American Blues Theater (11/21 - 12/28) | |
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A Neil Diamond Story
Raue Center For The Arts (1/30 - 1/30) | |
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Lucy's Comedy
Raue Center For The Arts (1/16 - 1/16) | |
| VIEW SHOWS ADD A SHOW | ||
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