Chicago Loop Halloween Events

Chicago Loop Halloween 2025

What to Expect This Halloween in Chicago Loop!

Chicago Loop halloween goes big around Millennium Park and the Chicago Theatre with spooky urban haunts and theatrical scares. Attend haunted architecture tours, fall festivals on State Street, and evening ghost walks through the Loop landmarks.

Find the best Halloween events in Chicago Loop this year!

Top Halloween Events In and Around Chicago Loop

  1. Ghosts of Chicago Tour (Chicago)
  2. Spooktacular Trunk-or-Treat Event (Chicago)
  3. Chicago Gangsters and Ghosts Walking Tour (Chicago)
  4. Slightly Spooky Saturday (Chicago)
  5. Chicago Halloween Ball (Chicago)
  6. Haunted Chicago: Ghosts & Gangsters Segway Tour (Chicago)
  7. Paranormal Activity: A New Story Live On Stage (Chicago)
  8. Windy City Ghosts: Chicago Ghost Tour (Chicago)
  9. Windy City Ghosts: Hauntings of Chicago Ghost Tour (Chicago)
  10. Wrigleyville Halloween Crawl (Chicago)

🎃 Explore all 10+ featured events below!

Chicago Loop Halloween Events

Chicago Loop Family-Friendly Fall Activities (2)

Two children, one Black boy and one white girl, dressed for Halloween, walk down a suburban street carrying pumpkins. The boy carries a large pumpkin, and the girl has a small pumpkin on her head and is dressed as a bat. The scene is set at dusk with a full moon, decorated houses, and jack-o'-lanterns, creating a festive Halloween atmosphere.
Details
📍 Chicago, IL, US
(0.2 mi from Chicago Loop)

Spooktacular Trunk-or-Treat Event

Neighborhood-wide trick-or-treating across two streets

When

Saturday, October 25, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: FREE
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Low

Event Description

Get ready for a weekend of Halloween magic at Spooktacular! Businesses throughout Lincoln Park transform into trick-or-treat stops, offering a delightful way for families to celebrate. Join the fun on Lincoln Avenue and Clark Street to collect candy and explore the festive neighborhood.

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trick_or_treattrunk_or_treatfamily_friendlycommunity_eventhalloween_festival
⭐ Best For: Families with young children
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Two cartoon children, a boy and a girl dressed in Halloween costumes, stand in a yard decorated with pumpkins and autumn leaves. The boy wears a dark hoodie and a witch hat with a pumpkin decoration, holding a small pumpkin. The girl, dressed as a witch in a purple dress and hat, holds a small pumpkin and a bundle of straw. The scene has a festive and cheerful Halloween atmosphere.
Details
📍 Chicago, IL, US
(1.4 mi from Chicago Loop)

Slightly Spooky Saturday

Free trick-or-treating and family activities at a landmark pier.

When

Saturday, October 25, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: FREE
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate

Event Description

Celebrate the spooky season at Navy Pier's Slightly Spooky Saturday! Families and friends are invited to enjoy trick-or-treating throughout the pier while showcasing their best costumes. The event features free workshops, live performances, and a festive atmosphere perfect for a Halloween outing.

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⭐ Best For: Families, kids, halloween enthusiasts
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Chicago Loop halloween_party (1)

Three people are running away from a large, dark dragon in a lush, green greenhouse. The dragon is in mid-air, with its wings spread and claws extended, appearing menacing. The people are looking back at the dragon with expressions of fear and urgency. The setting is dimly lit with a strong green hue, creating a dramatic and suspenseful atmosphere.
Details
📍 Chicago, IL, US
(0.3 mi from Chicago Loop)

Chicago Halloween Ball

Haunted hotel transformed into a zombie-run establishment.

When

Friday, October 31, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: High

Event Description

Prepare for Chicago's most epic Halloween celebration at the Haunted Halloween Ball. This exclusive event transforms the historic and famously haunted Congress Plaza Hotel into a terrifyingly fun, zombie-infested wonderland. Dance the night away to electrifying beats from top DJs, witness captivating performances, and compete for over $2,000 in cash and prizes in the outrageous costume contest. It's an unforgettable night of glamour, terror, and pure Halloween spirit.

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halloween_partyhaunted_hotelcostume_contestcommunity_eventnightclub
⭐ Best For: Adults seeking a thrilling halloween party experience.
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Chicago Loop Halloween Movies, Theater, and Entertainment (1)

A large, round bale of straw sits in a harvested field under a bright, sunny sky. The field is covered in stubble, and more bales are visible in the distance. The scene evokes a sense of rural harvest and abundance.
Details
📍 Chicago, IL, US
(1.3 mi from Chicago Loop)

Paranormal Activity: A New Story Live On Stage

Live theatrical horror based on the Paranormal Activity franchise

When

Wednesday, October 8, 2025

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: High

Event Description

Prepare for a chilling theatrical experience with 'Paranormal Activity: A New Story Live On Stage.' This R-rated production delves into disturbing content and horror, featuring sudden darkness, loud noises, stage blood, and gore. Based on the iconic film franchise, the play explores themes of haunting and the past. Special events like the 'Paranormal Prom' and Halloween night performances with costume contests add extra layers of excitement.

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haunted_theater_showhorror_movie_screeninghalloween_partycommunity_eventmovies_and_theater_entertainment
⭐ Best For: Adults seeking a thrilling theatrical horror experience
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Chicago Loop Other Halloween Activities (4)

Three friends in Halloween costumes pose for a photo on a dimly lit, spooky street with a ghost in the background.
Details
📍 Chicago, IL, US
(0.4 mi from Chicago Loop)

Ghosts of Chicago Tour

Chicago's top-rated family-friendly ghost tour

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate walking

Event Description

Uncover the chilling secrets of Chicago on this captivating ghost tour. Led by expert storytellers, you'll walk through historic and haunted locations, hearing tales of gangsters, tragedies, and spirits that linger. Perfect for families and history buffs, this tour offers a unique and spooky perspective on the Windy City after dark.

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ghost_tourfamily_friendlycommunity_eventhistoryhaunted_attraction
⭐ Best For: Families, history buffs, tourists
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A man in a fedora and trench coat walks down a dimly lit, narrow street lined with brick buildings and glowing lanterns, with two other figures in the background.
Details
📍 Chicago, IL 60601
(0.6 mi from Chicago Loop)

Chicago Gangsters and Ghosts Walking Tour

2-in-1 gangster and ghost stories walking tour

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate

Event Description

Uncover the chilling tales of Chicago's notorious gangsters and lingering spirits on this immersive walking tour. Journey through the historic Loop Vice District, exploring infamous crime scenes and speakeasy saloons. Led by knowledgeable historians, this 2-hour, 1.5-mile tour brings the city's dark past to life with spooky, real stories of ghosts and gangsters.

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ghost_tourgangstercommunity_eventhistorywalking_tour
⭐ Best For: History buffs and paranormal enthusiasts
See Full Details →
Three people wearing helmets ride Segways down a street lined with trees and brick buildings. The person on the left wears a red jacket, the middle person wears a green jacket and red scarf, and the person on the right wears a dark coat and hat.
Details
📍 Chicago, IL, US
(0.3 mi from Chicago Loop)

Haunted Chicago: Ghosts & Gangsters Segway Tour

Segway tour exploring Chicago's haunted history and gangster past

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $$$
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate

Event Description

Embark on a spine-tingling Segway tour through Chicago's most haunted and notorious locations. Glide past sites of tragic fires and infamous mobster hideouts, uncovering tales of ghosts and gangsters. This thrilling adventure offers a unique and fast-paced way to explore the city's dark history, perfect for thrill-seekers and history buffs alike.

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ghost_tourcommunity_eventfamily_friendlyhalloween_festivalother
⭐ Best For: History buffs, thrill-seekers, paranormal enthusiasts
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A pencil sketch of a gothic-style building with a clock tower, surrounded by bare trees and flying bats, under a bright sky. In front of the building, there are several square plots, and two figures are walking.
Details
📍 Chicago, IL, US
(0.2 mi from Chicago Loop)

Windy City Ghosts: Chicago Ghost Tour

Explore Chicago's haunted history with tales of gangsters and ghosts.

Event Details

👻 Scare Factor: 👻👻👻👻👻
💰 Budget: $
🎃 Family Friendly: 🎃🎃🎃🎃🎃
⚡ Energy: Moderate walking

Event Description

Uncover Chicago's chilling past on a guided ghost tour, exploring haunted landmarks, mobster hideouts, and sites of historical tragedy. Led by knowledgeable locals, this experience delves into the city's darkest secrets and spectral residents, promising a night of intrigue and unforgettable tales.

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ghost_tourcommunity_eventfamily_friendlyhaunted_attractionhistory
⭐ Best For: History buffs and ghost story enthusiasts
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Near Chicago Loop

Chicago Halloween Events

A festive Halloween wreath adorned with mini jack-o'-lanterns, pinecones, and greenery, hangs on a dark wooden door next to a brick wall.
Chicago
Details

The Spirit Cabinet at The Magic Parlour

Spiritualist magic theater exploring the spookier side of illusions
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 0.5 miles from Chicago Loop
See Full Details →
A cartoon child with a mischievous smile holds a small flame in their hands, standing on a street decorated for Halloween with glowing lanterns, spooky figures, and costumed people in the background.
IL
Details

Chicago Haunted History & Ghost Tour

PG-13 rated ghost tour with historical humor
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 0.5 miles from Chicago Loop
See Full Details →
See all 6 events in Chicago →

Near South Side Halloween Events

Four diverse cartoon children in Halloween costumes are dancing joyfully in front of an aquarium exhibit filled with fish and pumpkins.
Chicago
Details

Shedd Aquarium Haunted House Party

Aquarium transformed for a Halloween party with house music
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 1.0 miles from Chicago Loop
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Near North Side Halloween Events

A vibrant Halloween carnival scene at night, with a large red tent, glowing lanterns, flying bats, and people dressed in costumes enjoying the festivities.
Chicago
Details

AirOtic Soirée Presents: BITE!

Thrilling burlesque-style cirque cabaret with a Halloween theme.
👻👻👻👻👻 💰 $$$ 🎃🎃🎃🎃🎃
📏 1.5 miles from Chicago Loop
See Full Details →
Two witches in a dimly lit room, one with purple hair and a crown, holding tarot cards, and the other with a red bow, gesturing with her hands. A man sits at a table in the background, and the room is decorated with spooky Halloween-themed items.
Chicago
Details

Memento Mori Halloween Gala

Hauntingly elegant gala in a historic mansion
👻👻👻👻👻 💰 $$$ 🎃🎃🎃🎃🎃
📏 2.2 miles from Chicago Loop
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West Town Halloween Events

A vibrant street fair scene with people enjoying themselves amidst stalls, pumpkins, and festive decorations under a city skyline.
Chicago
Details

Jack's Pumpkin Pop-Up

Chicago's largest fall festival with 10,000+ pumpkins.
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 2.8 miles from Chicago Loop
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A man with a beard and mustache plays an acoustic guitar and sings in a church, surrounded by people holding candles and a stained glass window above.
Chicago
Details

Candlelight: A Haunted Evening of Halloween Classics

Halloween classics performed by candlelight
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 3.5 miles from Chicago Loop
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See all 3 events in West Town →

Lower West Side Halloween Events

A nighttime outdoor scene with a building facade decorated with Day of the Dead imagery, including a large skull projection and floral patterns. People are observing the display, with candles and flowers in the foreground.
Chicago
Details

Día de los Muertos Xicágo

Illuminated ofrenda projected onto museum exterior
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 2.9 miles from Chicago Loop
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Lincoln Park Halloween Events

A boy and a woman are crouching in front of a pile of pumpkins at a fall festival, with a Ferris wheel and a circus tent in the background. The woman is holding a carved jack-o'-lantern, and several cats are gathered around them.
Chicago
Details

Lincoln Park Zoo Fall Fest

Chicago's free, family-friendly fall celebration at Lincoln Park Zoo.
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 3.0 miles from Chicago Loop
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A young girl dressed as a witch, with a pointed hat and orange scarf, smiles while holding a small cactus toy in front of a brightly lit Halloween-themed carousel.
Chicago
Details

Spooky Zoo at Lincoln Park Zoo

Free trick-or-treating and family fun at the zoo
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 3.0 miles from Chicago Loop
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See all 11 events in Lincoln Park →

Logan Square Halloween Events

A string quartet plays violins in a dimly lit, ornate room, illuminated by flickering candles, creating a dramatic and elegant atmosphere.
Chicago
Details

Candlelight: A Haunted Evening of Halloween Classics

Halloween classics performed by a string quartet by candlelight
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 5.3 miles from Chicago Loop
See Full Details →

North Center Halloween Events

Three women in witch costumes are holding drinks and smiling at a Halloween street party. They are wearing pointy hats and festive attire, with string lights and a large jack-o'-lantern decoration overhead.
Chicago
Details

Wrigleyville Halloween Crawl

Chicago's largest Halloween bar crawl
👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃
📏 5.0 miles from Chicago Loop
See Full Details →
Three cartoon children in Halloween costumes are gathered around a box of candy, with pumpkins and Halloween decorations in the background.
Chicago
Details

Northcenter Halloween Trick-or-Treat

Community trick-or-treat event in Northcenter Town Square
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 6.0 miles from Chicago Loop
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Hyde Park Halloween Events

A young witch in a black hat and cape holds a book, while a child in a green military-style uniform offers a candy stick. They are in a room decorated for Halloween with pumpkins, bats, and framed pictures on the wall, with a large bowl of candy between them.
Chicago
Details

Boo Fest Member Night

Exclusive member-only Halloween event with museum-wide treats.
👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃
📏 6.5 miles from Chicago Loop
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Uptown Halloween Events

Four stylized, cartoonish children in Halloween costumes stand on a street decorated with pumpkins and autumn leaves. The children are holding jack-o'-lanterns and appear to be trick-or-treating.
Chicago
Details

Haunted Halsted Family Trick or Treat

Neighborhood-wide trick-or-treat at 25+ locations
👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃
📏 5.0 miles from Chicago Loop
See Full Details →

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Last updated: 10/9/2025