Chicago Halloween Events

Haunted Hotel Halloween Ball 2026 at Congress Plaza Hotel

Congress Plaza Hotel Chicago 31 Oct 2026

Hokus Pokus Live!

The Riviera Theatre 18 Oct 2026

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Spirit of Chicago Yacht 31 Oct 2026

The Boos & Booze Chicago Halloween Bar Crawl | Lincoln Park

Lincoln Park 31 Oct 2026

Chicago Halloween Bar Crawl

Kaiser Tiger 24 Oct 2026

Now On Sale - Chicago - Halloween Bar Crawl All Access - October 31

Lakeview, Lincoln Park, River North, Wicker Park Venues 31 Oct 2026

Haunted Halloween Night Lake Cruise on Friday, October 30th

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 30 Oct 2026

Daft Disko Halloween: Chicago

Subterranean 31 Oct 2026

The Halloween Bar Crawl - Chicago

Kitchen + Kocktails By Kevin Kelley - Chicago 31 Oct 2026

Haunted Halloween Night Lake Cruise on Saturday, October 31st

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 31 Oct 2026

Chicago Halloween Bar Crawl 2026

PB&J: Pizza Beer and Jukebox 31 Oct 2026

SANCTUM FEST 2026

Thalia Hall 30 Oct 2026

Candlelight: Halloween Classics

The Congress Plaza Hotel & Convention Center 30 Oct 2026

The Boos & Booze Chicago Friday & Saturday Halloween Bar Crawl | West Loop

Headquarters Beercade 30 Oct 2026

MEMENTO MORI Halloween Gala

International Museum of Surgical Science 30 Oct 2026

The Official Halloween Bar Crawl - Chicago

Black Hole Bar 31 Oct 2026

Raks Inferno: Halloween Cirque Burlesque

The Newport Theater 9 Oct 2026

Bruce Liu

Orchestra Hall At Chicago Symphony Center 31 Oct 2026

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

Masada 31 Oct 2026

The Boos & Booze Chicago Halloween Bar Crawl | River North & West Loop

Headquarters Beercade 30 Oct 2026

Afrobeats Fridayz @ Masada: Halloween Costume party (Up to $1000 in prizes)

Masada 30 Oct 2026

Breakup Shoes in Chicago

Lincoln Hall 31 Oct 2026

Nightmare at the Newport Pole Show

The Newport Theater 23 Oct 2026

Candlelight: A Haunted Evening of Classical Compositions - Metropolis

The Art Institute of Chicago 25 Oct 2026

Ivy+ Alumni Chicago Halloween Costume Party - In Person!

The Sterling Food Hall 29 Oct 2026

1st Annual Nightmare In The Summer Halloween Costume Party

Sal’s On Tap(Old Park Tavern) 7 Aug 2026

WIOFA Presents All Hallows’ Evening 2

Jefferson Tap & Grille 24 Oct 2026

FREE Community Pop-up Thrift BOOOtique

36th Ward Belmont Cragin Office 24 Oct 2026

Book Club Run of Summerdale with David Jay Collins

The Understudy Coffee and Books 29 Oct 2026

Spin a Spell: Clay Cauldrons

1142 W 18th St 3 Sep 2026

Lilyisthatyou at Bottom Lounge

Bottom Lounge 31 Oct 2026

Late Nite Catechism: Holy Ghost Bingo

Stars and Garters Theater 4 Oct 2026

This is life Trunk or Treat & Halloween Costume Contest

Hamilton Park 24 Oct 2026

Costume Drive for our Upcoming Annual BOOOtique

Portage Park Farmers Market 20 Sep 2026

I Can't … I Have Trivia: An evening of Theatre Trivia at The Understudy

The Understudy Coffee and Books 3 Aug 2026

Spellbound: Pole Dancing + Burlesque Show

The Newport Theater 31 Oct 2026

October Noir, Creepy Little Things, the House Flies, Jesse's Girls

Reggies Music Joint 6 Sep 2026

Dorothy's Trials of Oz: City Exploration Quest in Chicago

Oz Park Basketball Court 1 Aug 2026

How to Store Costumes

Idea Box Integrated Arts 22 Aug 2026

Wine, Legends, & Lanterns

Milieu by DPS 24 Oct 2026

In-person class: Halloween Cookie Decorating (Houston)

Chef Jaime's Place 4 Oct 2025

In-person class: A Night in Stars Hallow: A Gilmore Girls Classic (Chicago)

Chef Jaime's Place 20 Jul 2025

Drunk Dracula | Chicago

The Lounge At The Lion 24 Sep 2025