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Things to Do in Wrigleyville, Chicago on Columbus Day Monday, Oct 12

Columbus Day Monday, Oct 12 · 21 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 10 · updated Oct 6

The 10 best things to do in Wrigleyville, Chicago on Columbus Day Monday, Oct 12

  1. Fall Fest at Lincoln Park Zoo — Sep 25–Oct 18, 2026 · Free · Lincoln Park
  2. Topdog/Underdog — Runs September 18–October 18 · Lincoln Park
  3. Simple TOO Live: An Evening with Yotam Ottolenghi — Mon, Oct 12 7:30pm · Lincoln Park
  4. Vladimir — Oct 2–Oct 18, 2026 · Lincoln Park
  5. Baby Wants Candy! The Original Completely Improvised Musical — Sep 19–Oct 17, 2026 · $25 · Lincoln Park
  6. The Best of IO — Sep 19–Oct 17, 2026 · $22 · Lincoln Park
  7. Best of the Second City — Sep 18–Oct 17, 2026 · Lincoln Park
  8. Harold Night — Sep 20–Oct 18, 2026 · $15 · Lincoln Park
  9. Saturday Night Sketch — Sep 19–Oct 17, 2026 · $25 · Lincoln Park
  10. Devil’s Daughter — Sep 18–Oct 16, 2026 · $22 · Lincoln Park

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About this list

Stumblday's hand-checked ranking of the best things to do in Wrigleyville, Chicago on Columbus Day Monday, Oct 12: 21 picks, refreshed weekly.

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
Abbott Health & Fitness ExpoMcCormick Place, North Building, Hall B1, Near South Side, Downtown, the Loop & West Loop