Halloween Costume Contests in Chicago 2024

Explore The Best Of Pumpkin Costume Parties & Events in Chicago

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

 Spirit of Chicago Yacht 31 Oct 2025
USD 30 TO 56

AREA CODES: 2000s Hip Hop Halloween Party [Chicago]

 Subterranean 25 Oct 2025
USD 21

28th Annual Haunted Halsted Halloween Parade

 Northalsted 31 Oct 2025

Seinfeld Summer Boat Party

 Summer Of George 1 Aug 2025
USD 61

The Boos & Booze Chicago Halloween Bar Crawl | Lake View

 Neon Gardens 25 Oct 2025
USD 14 TO 31

Cosplay Contest Fridays

 2833 N. Sheffield, Chicago, IL, United States, Illinois 60657 15 Aug 2025

SANCTUM FEST 2025 - Lebanon Hanover, Martin Dupont + more

 Thalia Hall 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

Daft Disko Halloween: Chicago @ Navy Pier

 Bar Sol Navy Pier 31 Oct 2025
USD 21

WIOFA Presents All Hallows’ Evening

 Jefferson Tap & Grille 1 Nov 2025
USD 100

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

2025 Chicago Halloween Bar Crawl

 Chicago 1 Nov 2025
USD 9 TO 18

CHICAGO HALLOWEEN BAR CRAWL - 10+ Bars - Nov 1st

 Wrigleyville 1 Nov 2025
USD 19 TO 35

Afrobeats Fridayz @ Masada: Halloween Costume party (Up to $500 in prizes)

 Masada 31 Oct 2025
USD 0 TO 135

Chicago Official Ugly Sweater Bar Crawl

 PB&J: Pizza Beer and Jukebox 20 Dec 2025
USD 0 TO 31

Haunted Hotel Halloween Ball 2025 at Congress Plaza Hotel

 Congress Plaza Hotel Chicago 31 Oct 2025
USD 30 TO 1,166

The Official Halloween Bar Crawl (Fri & Sat) - Chicago

 SPiN Chicago 31 Oct 2025
USD 13 TO 18

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

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

 Masada 1 Nov 2025

Jim Ryan's Classic Albums Night: Halloween Edition! Ozzy's Blizzard of Ozz and FNM's Angel Dust

 Reggies 30 Oct 2025

Glitter and Groove: an Excuse to Dress Up and Get Down

 The Newport Theater 5 Mar 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