Outdoors in Chicago on Columbus Day Monday, Oct 12

Columbus Day Monday, Oct 12 · 11 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 10 · updated Oct 6

The 10 best outdoor picks in Chicago on Columbus Day Monday, Oct 12

  1. Fall Fest at Lincoln Park Zoo — Sep 25–Oct 18, 2026 · Free · Lincoln Park
  2. Night of 1,000 Jack-o'-Lanterns — October 7–11, 14–18 and 21–25, 6:30–10:30 PM · Adults from $24 for nonmember… · Glencoe
  3. Play On! — Chicago Shakespeare Theater — September 11–October 18; selected performances · Downtown
  4. Chicago History Museum Illinois Resident Free Day — Monday, October 12 9:30 AM–4:30 PM · Lincoln Park
  5. Indigenous People’s Day at Chicago Children’s Museum — Monday, October 12 10 AM–3 PM · Downtown
  6. Taan — Open this weekend — recently opened · Pilsen
  7. Antepli Mediterranean Grill — Open this weekend — recently opened · Andersonville
  8. Wicker Park Farmers Market — Sep 20–Oct 18, 2026 · Wicker Park
  9. Inner Worlds: Visions from the Hirshhorn Collection — September 25–December 19 · $20 general admission · Lincoln Park
  10. Green City Market Lincoln Park — Wednesdays and Saturdays, 7am–1pm · Lincoln Park

More on Columbus Day Monday

About this list

Stumblday's hand-checked ranking of the best outdoors in Chicago on Columbus Day Monday, Oct 12: 11 picks, refreshed weekly.

More this weekend across Chicago