Art in Chicago Columbus Day Weekend 2026

Oct 9–12 · 31 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 10 · updated Oct 6

The 10 best art picks in Chicago over Columbus Day Weekend (Oct 9–12)

  1. Chicago Art Fair — October 7–10 Wed 5–8 PM; Thu–Fri 11 AM–8 PM · Downtown
  2. Escape the Museum at Griffin Museum of Science and Industry — Oct 10–Oct 16, 2026 · $40.00
  3. Longer Than the Sky: Art of the Obama Years — On view July 10 – October 11 · Hyde Park
  4. Emma Stebbins: Carving Out History — October 9 – April 18, 2027 · Adults $23 · Downtown
  5. Spectrum Chicago — October 7–10 Wed 5–8 PM; Thu–Fri 11 AM–8 PM · Downtown
  6. Unsettled Clay: Artwork by Carl Mankert — Friday, October 9 Opening 6–8 PM · Andersonville
  7. Balloon Museum: EmotionAir – Art You Can Feel — Timed-entry sessions through January 19 · Logan Square
  8. ART on THE Mart — Thursdays through Sundays, 7:30–8:00 PM · Free · Downtown
  9. American Prophets: Writers, Religion, and Culture — Sep 18–Oct 18, 2026 · Downtown
  10. Serial Killer: The Exhibition — Sep 18–Oct 18, 2026 · Cinespace

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About this list

Stumblday's hand-checked ranking of the best art in Chicago over Columbus Day weekend 2026 (Oct 10–12): 31 picks, refreshed weekly.

More this weekend across Chicago