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Things to Do in Rosemont, Chicago the Weekend of Oct 23–25, 2026

Oct 23–25 · 4 picks hand‑checked by Stumblday against organizer pages · updated Oct 6

The 4 best things to do in Rosemont, Chicago the weekend of Oct 23–25

  1. Lupillo Rivera – 90’s Corridos Tour — Sat, Oct 24 8:00pm · Rosemont Theatre
  2. Menudo – 50th Anniversary Tour — Fri, Oct 23 8:00pm · Rosemont Theatre
  3. Great Food Expo — Sat, Oct 24 through Sun, Oct 25, 2026 · Rosemont
  4. 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 Rosemont, Chicago, Evanston & Oak Park the weekend of Oct 23–25, 2026: 4 picks.

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