Halloween Costume Contests in Chicago 2025

Explore The Best Of Pumpkin Costume Parties & Events in Chicago

Day Of The Dead Halloween Bar Crawl

River North 1 Nov 2025
USD 10 TO 15

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

Carnivale Masquerade Ball

702 W Fulton Market, Chicago, IL, United States, Illinois 60661 31 Oct 2025

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

Daft Disko Halloween: Chicago @ Navy Pier

Bar Sol Navy Pier 31 Oct 2025
USD 21

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

Wrigleyville 1 Nov 2025
USD 19 TO 35

Nightmare on ROOF

ROOF on theWit 31 Oct 2025
USD 34 TO 45

Nightmare on Division St. Halloween Party

Galeria Chicago 31 Oct 2025
USD 24 TO 35

Tropical Halloween Studio Party 2025

Latin Street Music & Dancing 1 Nov 2025

Chicago Halloween Bar Crawl 2025 | Saturday, November 1st

Joy District 1 Nov 2025
USD 18 TO 39

The Official Halloween Bar Crawl - Chicago

Emporium Wicker Park 31 Oct 2025
USD 20 TO 32

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

Howl at the Moon Chicago 1 Nov 2025
FREE

Nightmare on ROOF

ROOF on theWit 1 Nov 2025
USD 45 TO 55

Halloween Doggie Costume Party

Home Away From Home 31 Oct 2025
FREE

Fourth Annual Leavitt Inn Doggo Halloween

The Leavitt Street Inn & Tavern 1 Nov 2025
FREE

Parlay Lincoln Park Annual Halloween Party

Parlay Lincoln Park 31 Oct 2025
USD 14 TO 50

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

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

The Freak Show

Bellagio 223 31 Oct 2025
USD 49

FRIDAY NIGHT FRIGHT-COSTUME PARTY

The Staley 31 Oct 2025
FREE

Haunted Howl-o-ween Party for Dogs at Wag Hotels West Loop

Wag Hotels - West Loop 30 Oct 2025
USD 0 TO 15

2025 Chicago Halloween Bar Crawl

Chicago 1 Nov 2025
USD 9 TO 18

Perreo Paranormal

Azul 31 Oct 2025
USD 19 TO 30

Sakura Halloween Party

Sakura Karaoke BAR 31 Oct 2025

PROMISCUOUS - A 2000's HALLOWEEN THROWBACKS PARTY

Stereo Nightclub 31 Oct 2025
USD 14 TO 31

Bollyween Night

Club 7 31 Oct 2025
USD 0 TO 20

Fright Night Halloween Bar Crawl Chicago

Joy District 31 Oct 2025
USD 18 TO 29

DAVENPORT ACADEMY (HOME OF THE BADDIES)

Davenport's Piano Bar and Cabaret 31 Oct 2025
USD 0 TO 118

Haunted Halloween Weekend Pass 2025 – Chicago

Joy District 31 Oct 2025
USD 39

Boo'd Up at Glow Up Halloween Costume Party

GLOW UP CREATIVE ARTS STUDIO 31 Oct 2025
USD 20

The Reveler's Kid's Halloween Party 2025!

The Reveler 31 Oct 2025
USD 26

Casey & Dana's 6th Annual Halloween Party

2319 W Belmont Ave Chicago IL 60618 31 Oct 2025

Chicago Official Ugly Sweater Bar Crawl

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

HAUNTED HOE-HOUSE

Jamaica Jerk Villa 31 Oct 2025
USD 0 TO 100

Dutty House x No Visa: Dutty Visa Carnival Ft. Shekdash DJ Slugo DJ Nico + More

TBA - LOCATION ANNOUNCED DAY OF VIA EMAIL 31 Oct 2025

Haunted Halloween Ball 2025 at Congress Plaza Hotel with 103.5 Kiss FM

The Congress Plaza Hotel & Convention Center 31 Oct 2025

Halo-Halo-Ween Fundraiser for Rizal Center

1332 West Irving Park Road, Chicago, IL, United States, Illinois 60613 1 Nov 2025

Elston Electric Pinball Night!

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

GRAB A DRINK & LETS TACO BOUT IT: HALLOWEEN COSTUME PARTY

The Renaissance Bronzeville 28 Oct 2025
FREE

Hallelujah Fest 25

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

OCT 31 Boo’d Up Till Daylight: Costume Contest + BYOB

GLOW UP CREATIVE ARTS STUDIO 31 Oct 2025
USD 20 TO 65

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

Afro Fusion Saturday : Halloween Spooky Party

Le Nocturne Chicago 1 Nov 2025
USD 0 TO 55

Mike's Spooky (non-)Halloween Spectacular

5048 N Ashland Ave, Chicago, IL 60640-2802, United States 1 Nov 2025

Dance of the Dead

Bodega Taqueria y Tequila 1 Nov 2025
USD 13 TO 18

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

BASSLINE || 2239 - CHICAGO 29 Oct 2025
USD 13

Michael Jackson's Thriller Live: A Halloween Special

City Winery - Chicago 29 Oct 2025

STRANGER NIGHTS HALLOWEEN PARTY

Elements Lounge 31 Oct 2024
USD 0 TO 18

Sanctum Dark Music Festival - 2 DAY PASS

Thalia Hall 31 Oct 2025
USD 110 TO 130

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

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