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

Oct 23–25 · 16 picks hand‑checked by Stumblday against organizer pages · updated Oct 6

The 10 best things to do in West Town, Chicago the weekend of Oct 23–25

  1. Taan — Open this weekend — recently opened · Pilsen
  2. ¡tinta Ardiente!: Igniting Community Through Collective Action — On view through Feb 21 · Pilsen
  3. Chicago Bulls vs. Washington Wizards — Sat, Oct 24 7:00pm · Pilsen
  4. Henry Darger: The Room Revealed — On view through Dec 31 · Pilsen
  5. Soul of the Stone — September 5 – November 29 · Pilsen
  6. The Oracle of Evergreen: A Black Plant IT Exhibition 2026 — September 23 – November 15 · Pilsen
  7. Chicago Steel vs. Youngstown Phantoms — Fri, Oct 23 7:00pm · Pilsen
  8. Gameday Upgrade: Watch Warmups Pass — Sat, Oct 24 7:00pm · Pilsen
  9. Drawing with Metal: Sculpture by Bill Brady — On view through Mar 21 · Pilsen
  10. Matt Rife Live In Chicago – Stay Golden 2025-26 World Tour — Sun, Oct 25 8:00pm · Pilsen
#6
The Oracle of Evergreen: A Black Plant IT Exhibition 2026Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West Side
September 23 – November 15, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and TuesdayFree for Chicago residents wi…

The Oracle of Evergreen: A Black Plant IT Exhibition 2026

Pilsen, West Town & the West Side

The Oracle of Evergreen: A Black Plant IT Exhibition 2026 is listed for Chicago this weekend.

ArtLimited Run
Submitted byStumblday Editors
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About this list

Stumblday's hand-checked ranking of the best things to do in West Town, Chicago, Pilsen, West Town & the West Side the weekend of Oct 23–25, 2026: 16 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