Top Chicago Ghost Tours

Chicago Night Crimes Tour by Bus

Stop off the bus at Chicago Landmark Building with Prohibition Era History

2 hours to 2 hours 30 minutesFree Cancellation

Downtown Chicago has a dark history hiding in plain sight. This self-guided audio tour takes you through the Loop on your own schedule, with narration on your phone at every stop. Start at the Chicago Riverwalk, where the SS Eastland rolled over at its dock in 1915. Walk into Death Alley behind the site of the Iroquois Theater fire. Hear the ghost stories of the Palmer House and the Congress Plaza Hotel, the secrets of the Rookery, and the stories beneath Willis Tower, then finish on the steps of the Art Institute. No group, no guide, and no fixed start time. Go at your own pace, stop for a drink along the way, and replay any story you like. All you need is a phone and headphones.

Chicago Loop Self Guided Ghosts Gangsters and Secrets Tour

1 hour 30 minutes to 2 hoursFree Cancellation

5% savings

from

$20$19

Haunted Ghosts & The Chicago Outfit Segway Tour

2 hoursFree Cancellation

Considered Chicago’s original “Millionaire’s Row,” Prairie Avenue in the Near South Side is renowned for its Gilded Age mansions—and this tour makes exploring easy (and delightfully spooky). In the evening, meet your guide in front of the Glessner House, and set off with ghost-hunting gear to accompany you. In between spotting highlights including the Marshall Field Jr. Mansion and the Henry B. Clarke House, you’ll hunt for specters and hear ghost stories.

Prairie Avenue Haunted History Tour and Ghost Hunt

Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic resting places, you'll encounter the final resting spots of architectural visionaries like William LeBaron Jenney, John Root, Louis Sullivan, Mies Van der Rohe, and Daniel Burnham. This unique walking tour not only unveils the grandeur of tombs and mausoleums but also shares the stories of Chicago's celebrated architects, whose creativity shaped the city's skyline. But our journey extends beyond the architects' realm, as we also discover the final resting places of other notable figures with deep pockets—pioneers of industry such as Marshall Field, Palmer Potter, George Pullman, Walter Newberry, and more. Their legacies, intertwined with the fabric of Chicago's history, add an extra layer of richness to this immersive tour.

The Deep Pockets Of Graceland Cemetery Walking Tour

1 hour 30 minutesFree Cancellation

Discover the hidden gems of Lincoln Park on a private, open-air pedicab ride guided by a local storyteller. Relax as you explore lush gardens, the iconic lily pond, lakefront views, and landmark architecture— all without the effort of walking or the crowds of bus tours. Your route and pace are fully customizable, with plenty of photo stops and personal stories that bring Chicago’s past to life. Perfect for families, visitors with mobility needs, photography lovers, or anyone seeking a breezy, memorable Chicago adventure.

Lincoln Park Secrets: Private Enchanted Pedicab History Tour

1 hour to 1 hour 10 minutesFree Cancellation

Price varies by group size

Chicago's prettiest neighborhood hides some of its darkest history. This self-guided audio tour takes you through Lincoln Park on your own schedule, with narration on your phone at every stop. Start at the Red Lion Pub on North Lincoln Avenue, long rumored to be one of the most haunted bars in the city. Stand outside the Biograph Theater, where the FBI gunned down John Dillinger in 1934. Visit the North Clark Street site of the 1929 St. Valentine's Day Massacre. Walk into Lincoln Park, laid over what was once the city's cemetery, then finish on the Lake Michigan shore at North Avenue Beach. No group, no in-person guide, and no fixed start time. Go at your own pace, stop for a drink along the way, and replay any story you like. All you need is a phone and headphones.

Self Guided Ghosts Gangsters and Graves Tour in Chicago

Self Guided Ghosts Gangsters and Graves Tour in Chicago

1 hour 30 minutes to 2 hoursFree Cancellation

5% savings

from

$20$19

2 hours Private Evening Walking Tour with the Ghosts of Chicago

2 hoursFree Cancellation

1 2

Must-Dos in Chicago

1 / 2

What are people saying about Chicago

Chicago Gangsters and Ghosts Walking Tour

Avery_W, Oct 2026

Do iiiiiit

This experience was probably one of the best parts of our trip. We were so surprised. Tanner was really engaging with his story telling, he made you want to keep listening and learn about the history of Chicago. I would highly recommend this to anyone that loves history and/or Chicago. We really loved our experience. Give Tanner a raise!!!!!!

Chicago Crime, Mobsters & Ghosts Walking Tour

Kristina_W, Oct 2026

Would do again!

So much fun! Lark was super informative and even told me other stories/fun facts about Chicagos history that wasn’t part of the tour. The walk was not terrible at all and honestly didn’t even feel like it had been 2 hours. Would 100% do this again with family next time.

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Meghan_P, Oct 2026

Andre was friendly,...

Andre was friendly, informative and fun! We enjoyed the tour and learned a lot about not only “ haunted” Chicago but also some of the general history. It goes by quickly and was not tiring at all. We had great weather so it was very comfortable. He had dinner recommendations and very willing to answer any question. I’d recommend!

Chicago Architecture and True Crime: Halloween Edition

Jennifer_F, Sep 2026

David was a fantastic...

David was a fantastic storyteller and guide! He really knows his history and provided detailed information and stories that brought some of these beautiful buildings to life. He added some great humor and wit which made the your even more entertaining. His answers to questions werent just thorough but also provided additional stories. His passion made the tour a great one. I highly recommend taking time to do this tour, its a great companion tour after doing a boat tour where you get inside the buildings the boat tour goes past plus the darker stories that go with the architecture.

Haunted Chicago Booze and Boos Ghost Walking Tour

Tracy_L, Aug 2026

Boo and Booze tour Bravo🍻

This was a really fun and informative, walking and drinking tour. It was fun to hear the Chicago lore and the bars we stopped out were awesome all of them. Mallory was an amazing tour guide. She had a lot of energy and knowledge which she paired together to give one amazing tour.

Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour

Ken_D, Apr 2026

The Chicago’s Dark Side: Ghosts and Gangster Tour was Fantastic!!

This tour was excellent. We covered a lot of locations, and Scott went into the best details at each stop. Scott was Fantastic! He was an excellent presenter with lots of interest and passion on the topics .He also wanted everyone to have the best experience by engaging in Questions and Answers. You’ll love this tour and Ieatbed so much!