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Friday Night in Downtown, the Loop & West Loop, Oct 23

Friday night, Oct 23 · 6 picks hand‑checked by Stumblday against organizer pages · updated Oct 6

The 6 best things to do in Downtown, the Loop & West Loop on Friday night, Oct 23

  1. The Winter's Tale — Fri, Oct 23 7:00pm · Downtown
  2. Maggie Rose — Fri, Oct 23 8:00pm · Downtown
  3. Tedeschi Trucks Band – Future Soul 2026 Tour — Fri, Oct 23 7:30pm · Downtown
  4. Rebecca Black – Chicago – Exhibitionism on Tour — Fri, Oct 23 7:00pm · Downtown
  5. Silvis, Everyday Fantastic, Om In Gold — Fri, Oct 23 8:00pm · Downtown
  6. William Elliott Whitmore, Meg & the Wheelers — Fri, Oct 23 8:00pm · Downtown

About this list

Stumblday's hand-checked ranking of the best things to do in Downtown, the Loop & West Loop on Friday night, Oct 23: 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