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Pre-Halloween Weekend in Chicago: Oct 23–25, 2026
The weekend before Halloween is Chicago's first costume outing of the season. Here's what's happening October 23–25.
1. NIGHTMARE ON RANDOLPH - A TWO DAY HALLOWEEN EXPERIENCE
Nightmare on Randolph Street returns for two nights this Halloween!
Friday, October 23 · 1249 W Randolph St — See details & tickets →
2. Tricks or Cheeks 🫢 Halloween party
Mandatory Halloween Costume Party Date: October 25th , 2026 ⌚Time: 7:00 PM - 1:00 AM Location: MILLIONAIRE MANSION.
Sunday, October 25 · 1645 N Cicero Ave — See details & tickets →
3. JAMA! AfroRave Halloween 🎃🦇
A Halloween-week fixture on the Chicago calendar — doors open October 24 at 2831 N Broadway.
Saturday, October 24 · 2831 N Broadway — See details & tickets →
4. GIRLS WORLD - NO BOYS ALLOWED HALLOWEEN
A Halloween-week fixture on the Chicago calendar — doors open October 23 at 2871 N Lincoln Ave.
Friday, October 23 · 2871 N Lincoln Ave — See details & tickets →
5. Behind the Mask: A Halloween Celebration
Going down Friday, October 23 at 3951 W Belden Ave.
Friday, October 23 · 3951 W Belden Ave — See details & tickets →
6. Neon Palm - Halloween Edition
CHICAGO – Your new Sunday Funday destination is here!
Sunday, October 25 · 67 E Cermak Rd — See details & tickets →
7. Hallowen X Halloween 2
Going down Friday, October 23 at 1356 W Lake St.
Friday, October 23 · 1356 W Lake St — See details & tickets →
8. Chaotic Singles SAPPHIC HALLOWEEN Party (Chicago)
Halloween is THE singles holiday so we're going all out...
Friday, October 23 · 2500 W Chicago Ave — See details & tickets →
Every Halloween event, one place
New Halloween events go live on Posh every day — Chicago and every other city. The full, always-current lineup lives on the Halloween collection.
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