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

Hand-picked every week — checked against organizers’ own pages.

Stumblday's hand-checked ranking of the best things to do in Magnificent Mile, Chicago, Downtown, the Loop & West Loop the weekend of Oct 23–25, 2026: 1 pick.

1 picks · checked Oct 6

Top pick

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