Things to Do in Chicago Saturday Night, Halloween Weekend 2026

Saturday night, Oct 31 · 90 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 10 · updated Nov 2

The 10 best things to do in Chicago on Saturday night, Oct 31

  1. Haunted Halsted Fest and Halloween Parade — Sat, Oct 31 fest 11am–6pm; parade 7–8pm · Free · Lincoln Park
  2. Music Box of Horrors: The Final Chapter — October 1–31; horror screenings most nights · Most screenings $13 ($10 Musi… · Lakeview
  3. Dead Girl's Quinceañera — September 26 – November 1 · Owen Theatre
  4. Fright Fest at Six Flags Great America — Select nights, September 19 – November 1 · Gurnee
  5. Topdog/Underdog — Fri, Oct 30 7:30pm · Lincoln Park
  6. Theater of the Mind — Fri, Nov 13 · Tickets from $69 · Downtown
  7. Vladimir — Fri, Nov 13 7:30pm · Tickets $20–$60 · Lincoln Park
  8. Baby Wants Candy! The Original Completely Improvised Musical — Sat, Nov 14 7:30pm · $25 · Lincoln Park
  9. Refracted Theatre Company Presents “I’m Gonna Marry You Tobey Maguire” — Fri, Oct 30 7:30pm · $12 – $40 · Logan Square
  10. Oil Lamp Theater Presents “Dial M for Murder” — Fri, Oct 30 7:30pm · $55 · Oil Lamp Theater

More on Saturday night

The whole weekend, in one email.

Friday at 5pm, one email. Unsubscribe anytime.

About this list

Stumblday's hand-checked ranking of the best things to do in Chicago on Saturday night of Halloween weekend, Oct 31: 90 picks, refreshed weekly.

More this weekend across Chicago