Halloween Costume Contests in Chicago 2025
Explore The Best Of Pumpkin Costume Parties & Events in Chicago
2025 Chicago Halloween Bar Crawl All Access (13th Annual) AE
Lincoln Park
31 Oct 2025
USD 5 TO 10
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Spirit of Chicago Yacht
31 Oct 2025
USD 30 TO 56
28th Annual Haunted Halsted Halloween Parade
Northalsted
31 Oct 2025
Daft Disko Halloween: Chicago @ Navy Pier
Bar Sol Navy Pier
31 Oct 2025
USD 21
Afrobeats Saturdayz: Halloween costume party (Up to $1000 in prizes)
Masada
1 Nov 2025
Afrobeats Fridayz @ Masada: Halloween Costume party (Up to $500 in prizes)
Masada
31 Oct 2025
USD 0 TO 135
SANCTUM FEST 2025 - Lebanon Hanover, Martin Dupont + more
Thalia Hall
31 Oct 2025
The Boos & Booze Chicago Halloween Bar Crawl | Lake View
Neon Gardens
25 Oct 2025
USD 14 TO 31
AREA CODES: 2000s Hip Hop Halloween Party [Chicago]
Subterranean
25 Oct 2025
USD 21
The Monster Ball
Hairpin Arts Center
18 Oct 2025
USD 30
Haunted Halloween Night Lake Cruise on Friday, October 31st
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
31 Oct 2025
USD 27 TO 42
CHICAGO HALLOWEEN BAR CRAWL - 10+ Bars - Nov 1st
Wrigleyville
1 Nov 2025
USD 19 TO 35
Haunted Hotel Halloween Ball 2025 at Congress Plaza Hotel
Congress Plaza Hotel Chicago
31 Oct 2025
USD 30 TO 1,166
PROMISCUOUS - A 2000's HALLOWEEN THROWBACKS PARTY
Stereo Nightclub
31 Oct 2025
USD 14 TO 31
2025 Chicago Halloween Bar Crawl
Chicago
1 Nov 2025
USD 9 TO 18
Chicago Official Ugly Sweater Bar Crawl
PB&J: Pizza Beer and Jukebox
20 Dec 2025
USD 0 TO 31
Nightmare on ROOF
ROOF on theWit
31 Oct 2025
USD 34 TO 45
Making Great Strides Presents Halloween Costume Fashion Show!
Horner Park
11 Oct 2025
USD 0 TO 34
Friday, 31st of October, 2025: Annual Nocturna All Hallows' Eve Ball w/ DJ Scary Lady Sarah + more!
Metro Chicago
31 Oct 2025
Haunted Halloween Night Lake Cruise on Saturday, October 25th
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
25 Oct 2025
USD 27 TO 42
Perreo Paranormal
Azul
31 Oct 2025
USD 19 TO 30
The Official Halloween Bar Crawl (Fri & Sat) - Chicago
SPiN Chicago
31 Oct 2025
USD 13 TO 18
Music for the Masses: Dark 80's New Wave Halloween [Chicago]
Beat Kitchen
1 Nov 2025
USD 19
CHICAGO ZOMBIE CRAWL - Halloween Bar Crawl - 10+ Bars - Oct 31st
Wrigleyville
31 Oct 2025
USD 19 TO 35
Halloween Costume 5K Night Run
Portage Park
25 Oct 2025
USD 23
Haunted Heights - An Aerial Student Showcase
Chicago Aerial Arts
17 Oct 2025
USD 29 TO 39
Ravenswood Costume Crawl
A variety of Ravenswood small businesses
29 Oct 2025
USD 34 TO 130
Fright Night Halloween Bar Crawl Chicago
Joy District
31 Oct 2025
USD 18 TO 29
Tony P's Halloween Eve Costume Party at Galeria - Thursday October 30th
Galeria Chicago
30 Oct 2025
USD 24 TO 30
Chicago Halloween Bar Crawl 2025 | Saturday, November 1st
Joy District
1 Nov 2025
USD 18 TO 39
Join Spiritual Gemini Goddess In A Night Under The Moon Host NinOJacKCitY
2051 W Division St
29 Oct 2025
USD 75
Classic Albums Night: Halloween Edition! Ozzy's Blizzard of Ozz and FNM's Angel Dust
Reggies
30 Oct 2025
Live @2239 Presents: Pleaser, Runner & Bobby, Sarah Krohn & Freshman
BASSLINE || 2239 - CHICAGO
29 Oct 2025
USD 13
Sanctum Dark Music Festival - 2 DAY PASS
Thalia Hall
31 Oct 2025
USD 110 TO 130
Ivy+ Alumni Chicago Halloween / Oktoberfest Costume Party - In Person!
Moe's Cantina River North
30 Oct 2025
FREE
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