Date night in Chicago on Saturday, Nov 21

Saturday, Nov 21 · 14 picks hand‑checked by Stumblday against organizer pages · updated Nov 2

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

  1. The Beloved Holiday Classic, “Ruth Page’s The Nutcracker,” Celebrates 60 Years with a Special One-Hour Version at Beverly Arts Center — Sat, Nov 21 1:00pm · $17 – $59 · Beverly Arts Center of Chicago
  2. Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play” — Fri, Nov 20 7:30pm · $30 – $55 · Oil Lamp Theater
  3. Porchlight Music Theatre’s Little Shop of Horrors — Fri, Nov 20 7:30pm · $28 · Victory Gardens Biograph Theater
  4. The Weight — Saturday 7pm · Lincoln Park
  5. Million Dollar Quartet — October 7 – January 3, 2027 · $87 in person · Aurora
  6. Feeding Beatrice — Fri, Nov 20 7:30pm · Hal & Martha Hyer Wallis Theater
  7. House of Burlesque - hosted by Hot Tawdry — Sat, Nov 21 8:00pm · Downtown
  8. It’s a Wonderful Life: Live in Chicago! — Fri, Nov 20 7:30pm · American Blues Theater
  9. Je'Caryous Johnson Presents: Set It Off Live! — Sat, Nov 21 3:00pm · Downtown
  10. Jersey Boys — Runs through Nov 22 · CIBC Theatre

More on Saturday

About this list

Stumblday's hand-checked ranking of the best date night in Chicago on Saturday, Nov 21: 14 picks, refreshed weekly.

More this weekend across Chicago