Halloween Costume Contests in Chicago 2025

Explore The Best Of Pumpkin Costume Parties & Events in Chicago

A Halloween House Music Weekend. Night of The Dead and Day of The Dead.

 VU Rooftop. 22nd Floor 31 Oct 2025
USD 20

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

Haunted House Party

 1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 31 Oct 2025

Daft Disko Halloween: Chicago @ Navy Pier

 Bar Sol Navy Pier 31 Oct 2025
USD 21

Haunted Hotel Halloween Ball 2025 at Congress Plaza Hotel

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

Annual Pumpkin Patch

Somerset 11 Oct 2025

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

Illumination 2025

 Moonlight Studios 25 Oct 2025
FREE

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

 Subterranean 25 Oct 2025
USD 21

The Official Halloween Bar Crawl - Chicago

 Emporium Wicker Park 31 Oct 2025
USD 20 TO 32

2025 Chicago Halloween Bar Crawl

 Chicago 1 Nov 2025
USD 9 TO 18

Halloween Party

 Chicago 17 Oct 2025

This is life Trunk or Treat & Halloween Costume Contest

 Hamilton Park 25 Oct 2025
FREE

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

 SPIN (Chicago, IL) 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

The Reveler's Kid's Halloween Party 2025!

 The Reveler 31 Oct 2025
USD 26

"A Pilsen Halloween" Dance Party and Costume Contest

 Simone's 25 Oct 2025
USD 7 TO 23

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

PROMISCUOUS - A 2000's HALLOWEEN THROWBACKS PARTY

 Stereo Nightclub 31 Oct 2025
USD 14 TO 31

Real Church Costume Party

 2201 W Erie St 25 Oct 2025
FREE

Howl at the Moon Chicago's Halloween Party November 1st

 Howl at the Moon Chicago 1 Nov 2025
FREE

Chicago Official Ugly Sweater Bar Crawl

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

The Ultimate Gen X Singles Party

 Galeria Chicago 18 Oct 2025
USD 0 TO 66

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

 Wrigleyville 1 Nov 2025
USD 19 TO 35

CHI-TOBERFEST: Chicago's Teen Fall Festival Kick-off

 401 S Plymouth Ct 17 Oct 2025
FREE

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

All Access (13th Annual) 2025 Chicago Halloween Bar Crawl

 Lincoln Park, River North, Wicker Park Venues 31 Oct 2025
USD 0 TO 31

Perreo Paranormal

 Azul 31 Oct 2025
USD 19 TO 30

HAUNTED HOE-HOUSE

 Jamaica Jerk Villa 31 Oct 2025
USD 0 TO 100

Wicked (Halloween Day Party)

 Hubbard Inn 26 Oct 2025
USD 0 TO 34

Nightmare on ROOF

 ROOF on theWit 1 Nov 2025
USD 45 TO 55

The Monster Ball

 Hairpin Arts Center 18 Oct 2025
USD 30

Dance of the Dead

 Bodega Taqueria y Tequila 1 Nov 2025
USD 13 TO 18

4th Annual South Loop Halloween Crawl

 Jerk Villa Bar & Grill 25 Oct 2025
USD 23 TO 66

Spooky Social! Costume Making party!

 Hairpin Arts Center 24 Oct 2025
USD 8 TO 15

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

KOK FRAT NIGHT

 4923 N Clark St, Chicago, IL, United States, Illinois 60640 18 Oct 2025

BUTCH PLEASE: HALLOQUEEN

 Jackhammer 25 Oct 2025
USD 7 TO 23

Haunted Heights - An Aerial Student Showcase

 Chicago Aerial Arts 17 Oct 2025
USD 29 TO 39

The Monster Mosh III: Action/Adventure / Wolf Rd

 235 N Ashland Ave, Chicago, IL 60607, USA 11 Oct 2025

Crawlloween: River North Halloween Bar Crawl

 222 W Ontario St 31 Oct 2025
USD 9

Volunteers for the 7th Annual Belmont Cragin Trunk or Treat @Kelvyn Park HS

 Kelvyn Park Junior & Senior High School parking lot 24 Oct 2025
FREE

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

Ravenswood Costume Crawl

 A variety of Ravenswood small businesses 29 Oct 2025
USD 34 TO 130

HALLOWEEN COSTUME PARTY

 4709 W Kinzie St 31 Oct 2025
USD 11 TO 17

Chicago Halloween Bar Crawl 2025 | Saturday, November 1st

 Joy District 1 Nov 2025
USD 18 TO 39

Friday, 31st of October, 2025: Annual Nocturna All Hallows' Eve Ball w/ DJ Scary Lady Sarah + more!

 Metro Chicago 31 Oct 2025

Making Great Strides Presents Halloween Costume Fashion Show!

 Horner Park 11 Oct 2025
USD 0 TO 34

The Texas Chainsaw Massacre (1974)

 The Logan Theatre 24 Oct 2025

Hallelujah Fest 25

 The Salvation Army Ray and Joan Kroc Corps Community Center Chicago 31 Oct 2025
USD 8

Elston Electric Pinball Night!

1357 N Elston Ave, Chicago, IL, United States, Illinois 60642 30 Oct 2025

Nightmare on ROOF

 ROOF on theWit 31 Oct 2025
USD 34 TO 45

606 Promotionz Presents: Halloween Costume Contest Featuring Nikko Bāby

 2226 E 71st St 1 Nov 2025
USD 0 TO 109

Spooktacular 2025 | Lincoln Avenue

 Lincoln Park 25 Oct 2025

The Exorcist (1973)

 The Logan Theatre 24 Oct 2025

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

 Reggies 30 Oct 2025

Join Spiritual Gemini Goddess In A Night Under The Moon Host NinOJacKCitY

 2051 W Division St 29 Oct 2025
USD 75

Live @2239 Presents: Pleaser, Runner & Bobby, Sarah Krohn & Freshman

 BASSLINE || 2239 - CHICAGO 29 Oct 2025
USD 13

Reggaeton Halloween Haunted Club Pop-Up

 Electric Hotel 24 Oct 2025
USD 0 TO 23

Halloween Costume kayaking paddle

 Urban Kayaks on the Chicago River 11 Oct 2025
USD 60 TO 66

Michael Jackson's Thriller Live: A Halloween Special

 City Winery - Chicago 29 Oct 2025

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