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Date night in Chicago Saturday Night, Nov 21

Saturday night, Nov 21 · 11 picks hand‑checked by Stumblday against organizer pages · updated Nov 2

The 10 best date night picks in Chicago on Saturday night, Nov 21

  1. Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play” — Fri, Nov 20 7:30pm · $30 – $55 · Oil Lamp Theater
  2. Porchlight Music Theatre’s Little Shop of Horrors — Fri, Nov 20 7:30pm · $28 · Victory Gardens Biograph Theater
  3. The Weight — Saturday 7pm · Lincoln Park
  4. Million Dollar Quartet — October 7 – January 3, 2027 · $87 in person · Aurora
  5. Feeding Beatrice — Fri, Nov 20 7:30pm · Hal & Martha Hyer Wallis Theater
  6. House of Burlesque - hosted by Hot Tawdry — Sat, Nov 21 8:00pm · Downtown
  7. It’s a Wonderful Life: Live in Chicago! — Fri, Nov 20 7:30pm · American Blues Theater
  8. Jersey Boys — Runs through Nov 22 · CIBC Theatre
  9. Just Nesh at The Comedy Bar — Sat, Nov 21 8:00pm · $25 – $35 · Downtown
  10. for colored girls who considered suicide when the rainbow is enuf — Fri, Nov 20 7:30pm · eta Creative Arts Foundation

More on Saturday night

About this list

Stumblday's hand-checked ranking of the best date night in Chicago on Saturday night, Nov 21: 11 picks, refreshed weekly.

More this weekend across Chicago

Wintrust Magnificent Mile Lights FestivalThe Magnificent Mile, Streeterville, Downtown, the Loop & West Loop
ZooLights Presented by Invesco and ComEdLincoln Park Zoo, Lincoln Park
Christkindlmarket WrigleyvilleGallagher Way, Wrigleyville
Winterland at Gallagher WayGallagher Way, Wrigleyville
Holiday Magic at Brookfield Zoo ChicagoBrookfield Zoo Chicago, Brookfield, Far Suburbs
teamLab: Everything Exists in Infinite ContinuitySmart Museum of Art, Hyde Park