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Date night in Andersonville, Chicago Columbus Day Weekend 2026

Oct 9–12 · 6 picks hand‑checked by Stumblday against organizer pages · updated Oct 6

The 6 best date night picks in Andersonville, Chicago over Columbus Day Weekend (Oct 9–12)

  1. Idle Muse Theatre Company Presents “Witch” — Runs through Saturday, October 10. · $20–$30 · Andersonville
  2. A Strange Loop — October 8 – November 8 · Andersonville
  3. Dance Divas 2026: “Everything Old Is New Again” — Sat, Oct 10 8:00pm · Andersonville
  4. Kino, Kaffee und Kuchen — Sep 19–Oct 17, 2026 · Andersonville
  5. Halloween Creepy Crawlies — Sun, Oct 11 2:00pm · Andersonville
  6. Vintage Tunes, Modern Gal — Sun, Oct 11 4:00pm · $15 · Andersonville

About this list

Stumblday's hand-checked ranking of the best date night in Andersonville, Chicago, Andersonville, Uptown & Lincoln Square over Columbus Day weekend 2026 (Oct 10–12): 6 picks.

More this weekend across Chicago

Olivia Rodrigo – The Unraveled TourUnited Center, Pilsen, West Town & the West Side
Chicago Blackhawks vs. Carolina HurricanesUnited Center, Pilsen, West Town & the West Side
Bank of America Chicago MarathonGrant Park, Downtown, the Loop & West Loop
74th Annual Chicago Columbus Day ParadeDearborn Street, Wacker Drive to Van Buren Street, The Loop
Jerry Seinfeld Live!The Chicago Theatre, Downtown, the Loop & West Loop
Fall Fest at Lincoln Park ZooLincoln Park Zoo, Lincoln Park, Lakeview & Wrigleyville