Halloween Costume Contests in Chicago 2025

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

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

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

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

SPIN (Chicago, IL) 31 Oct 2025
USD 13 TO 18

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

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

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

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

Spooktacular 2025 | Lincoln Avenue

Lincoln Park 25 Oct 2025

The Exorcist (1973)

The Logan Theatre 24 Oct 2025

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