Chicago: Weekend of Oct 30–Nov 1, 2026

Oct 30 – Nov 1 · 206 picks hand‑checked by Stumblday against organizer pages · 3 free in the top 10 · updated Oct 13

The 10 best things to do in Chicago the weekend of Oct 30 – Nov 1

  1. Haunted Halsted Fest and Halloween Parade — Sat, Oct 31 fest 11am–6pm; parade 7–8pm · Free · Lincoln Park
  2. Xempasúchil: Día de los Muertos en la Calle 26 — Sat, Oct 31–Sun, Nov 1 11am–6pm · Free · Pilsen
  3. Taan — Open this weekend — recently opened · Pilsen
  4. Fall Fest at Lincoln Park Zoo — Fri, Oct 30 8:00am · Free · Lincoln Park
  5. Music Box of Horrors: The Final Chapter — October 1–31; horror screenings most nights · Most screenings $13 ($10 Musi… · Lakeview
  6. Dead Girl's Quinceañera — September 26 – November 1 · Owen Theatre
  7. Jack's Pumpkin Pop-Up — Running through November 1 · Downtown
  8. Fright Fest at Six Flags Great America — Select nights, September 19 – November 1 · Gurnee
  9. Topdog/Underdog — Fri, Oct 30 7:30pm · Lincoln Park
  10. American Prophets: Writers, Religion, and Culture — Fri, Oct 30 10:00am · Downtown

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About this list

Stumblday's hand-checked ranking of the best things to do in Chicago the weekend of Oct 30–Nov 1, 2026: 206 picks, refreshed weekly. Concerts, festivals, art, markets, and free outdoor events.