Stumblday
Browse

Things to Do in Oak Park, Chicago on Sunday, Oct 25

Sunday, Oct 25 · 6 picks hand‑checked by Stumblday against organizer pages · updated Oct 6

The 6 best things to do in Oak Park, Chicago on Sunday, Oct 25

  1. Bill Blagg — Sun, Oct 25 2:00pm · 9501 Skokie Blvd
  2. Great Food Expo — Sat, Oct 24 through Sun, Oct 25, 2026 · Rosemont
  3. The Block Collects 2026 — On view through Dec 6 · Evanston & Oak Park
  4. Picturing the Modern Metropolis: Prints and Photographs — On view through Dec 6 · Evanston & Oak Park
  5. Lions on Jeeps — Sun, Oct 25 7:00pm · 9501 Skokie Blvd
  6. Chicago Women’s Expo — Sat, Oct 24 through Sun, Oct 25, 2026 · Rosemont

About this list

Stumblday's hand-checked ranking of the best things to do in Oak Park, Chicago on Sunday, Oct 25: 6 picks, refreshed weekly.

More this weekend across Chicago

BOO! at the ZooBrookfield Zoo Chicago
Fall Fest at Lincoln Park ZooLincoln Park Zoo, Lincoln Park
KowalskiLookingglass Theatre, The Joan and Paul Theatre, Streeterville, Downtown, the Loop & West Loop
Wicker Park Farmers MarketWicker Park
Comedy Hour at Annoyance TheatreAnnoyance Theatre & Bar
American Prophets: Writers, Religion, and CultureAmerican Writers Museum, Downtown, the Loop & West Loop