Halloween Costume Contests in Chicago 2026

Explore The Best Of Pumpkin Costume Parties & Events in Chicago

River North Halloween Crawl

 Joy District 24 Oct 2026
USD 4 TO 36

Haunted Hotel Halloween Ball 2026 at Congress Plaza Hotel

 Congress Plaza Hotel Chicago 31 Oct 2026
USD 30 TO 1,166

RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (18 VENUES)

 Good Night John Boy 30 Oct 2026
USD 18 TO 55

West Loop Halloween Crawl

 Esco 24 Oct 2026
USD 4 TO 36

Chicago Vampire Ball 2026

 Warwick Allerton - Chicago 9 Oct 2026
USD 23 TO 129

Zoo Brews: Howls and Growls

 N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614 23 Oct 2026

CHICAGO ZOMBIE CRAWL - Halloween Bar Crawl - Wrigleyville Party Pass

 Wrigleyville 30 Oct 2026

4th Annual South Loop Halloween Crawl | After Party at Secret Location

 Jerk Villa Bar & Grill 31 Oct 2026
USD 23 TO 45

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

 Spirit of Chicago Yacht 31 Oct 2026
USD 26 TO 56

Haunted Halloween Night Lake Cruise on Friday, October 30th

 Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 30 Oct 2026
USD 20 TO 42

Music for the Masses: Dark 80's New Wave Halloween [Chicago]

 Beat Kitchen 31 Oct 2026
USD 13 TO 19

Daft Disko Halloween: Chicago

 Subterranean 31 Oct 2026
USD 15 TO 21

Chicago Halloween Bar Crawl 2026

 PB&J: Pizza Beer and Jukebox 31 Oct 2026
USD 10 TO 46

Offshore Halloween - 10/31

 Offshore Rooftop 31 Oct 2026
USD 25

Haunted on Hubbard: Halloween Day Party

 Hubbard Inn 31 Oct 2026
USD 34 TO 271

The Official Halloween Bar Crawl - Chicago

 Black Hole Bar 31 Oct 2026
USD 17 TO 86

Afrobeats Saturdayz: Halloween costume party (Up to $1000 in prizes)

 Masada 31 Oct 2026
USD 0 TO 176

Afrobeats Fridayz @ Masada: Halloween Costume party (Up to $1000 in prizes)

 Masada 30 Oct 2026
USD 0 TO 176

How to Store Costumes

 Idea Box Integrated Arts 22 Aug 2026
USD 23

Costume Drive for our Upcoming Annual BOOOtique

 Portage Park Farmers Market 20 Sep 2026
FREE

Ivy+ Alumni Chicago Halloween Costume Party - In Person!

 The Sterling Food Hall 29 Oct 2026
FREE

Barrio Bugalú - Halloween Edition Feat DJ Pablo Yglesias

 Segundo Ruiz Belvis Cultural Center 30 Oct 2026
USD 18

Dark paradise : Halloween Bash

 Reserv 31 Oct 2026
USD 0 TO 26

This is life Trunk or Treat & Halloween Costume Contest

 Hamilton Park 24 Oct 2026
FREE

Haunted on Hubbard at Hubbard Inn

 Hubbard Inn 30 Oct 2026
USD 13 TO 540

PHANTASIA Fashion Show

 Parker Karlov Events 15 Oct 2026
USD 5 TO 55

IT'S THE DANA DANE SHOW PRESENTS A NIGHT OF COSTUMES AND LAUGHS

 9030 S Hermitage Ave 31 Oct 2026
USD 29