Top Chicago Ghost Tours

Chicago River 90 Minute Architecture Tour

Chicago Crime, Mobsters & Ghosts Walking Tour

1 hour 30 minutes to 2 hoursFree Cancellation

Most Chicago sightseeing tours focus on the city’s key landmarks. But on this unique excursion, you cam dig deeper than surface level, and discover some of the city’s spookiest stories. Pick between private or shared options, and set off to explore the South Loop with your guide. Along the way, see where notorious gangsters like Al Capone operated, hear about their bloody backstories, and even visit several of the state’s most haunted addresses.

Chicago Gangsters and Ghosts Walking Tour

Price varies by group size

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Chicago Haunted Interior Architecture Ghost Tour

1 hour 30 minutes to 1 hour 45 minutesFree Cancellation

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer House, where Al Capone once mingled, and pass the Congress Hotel, rumored to be haunted by ghostly figures. Drive through Grant Park to learn about H.H. Holmes and the chilling Iroquois Theatre Fire. At each stop, delve into gripping tales of rivalries, secret doors, and tragic events that shaped Chicago's past. This tour is perfect for history buffs and those intrigued by the darker side of the city. - Explore key sites linked to Al Capone and Chicago's gangland history - Discover chilling tales of hauntings, Death Alley, and the tragic Iroquois Theatre Fire - Enjoy stops at iconic locations like the Holy Name Cathedral and Grant Park - Engage in a unique paranormal photo opportunity by the Chicago River

Chicago Gangsters and Ghosts Minibus Tour

Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this pet-friendly Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you cover multiple branches of the Chicago River and learn insider facts and stories you'd otherwise miss.

Chicago Architecture River Cruise

1 hour to 1 hour 15 minutesFree Cancellation

Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel (with an enclosed and climate-controlled lounge) in the heart of the Magnificent Mile, and cruise along the Chicago River. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.

Lake Michigan Sunset Cruise in Chicago

Haunted Chicago Booze and Boos Ghost Walking Tour

2 hours 30 minutesFree Cancellation

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

Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the iconic Palmolive Building, this guided experience takes you through the city’s Gold Coast and beyond, uncovering the eerie aftermath of the Great Chicago Fire and the restless spirits it may have left behind. Along the way, you’ll visit a curated mix of historic sites and local bars, blending chilling storytelling with time to grab a drink and soak in the atmosphere. Adults 21+ only, must have valid I.D.

Burning Spirits Haunted Pub Crawl

Chicago Architecture and True Crime: Halloween Edition

1 hour 30 minutes to 1 hour 45 minutesFree Cancellation

Discover some of the Windy City’s spookiest ghost stories—and step back in time to the era of gangsters, bootleggers, jazz performers, and more—on this small-group walking tour. Meet your guide in Chicago’s Lincoln Park neighborhood, and set off after dark. You’ll visit supposedly haunted former burial grounds, pubs, theaters, and more—and will hear about macabre legends and unexplained happenings as you go.

Embers of the Windy City: Chilling Chicago Ghost Tours

1 hourFree Cancellation

Chicago Haunts and Hooligans Tour

Lincoln Park Hauntings Ghost Investigation Tour

2 hours 15 minutesFree Cancellation

Calling all fans of the paranormal, this evening ghost bus tour of Chicago takes you into the city’s darkest recesses—and reveals a side of the city few others get to experience. Travel with ease between locations where hauntings are reported to have taken place and listen to chilling tales delivered by your guide. The City Cemetery, the site of the notorious St. Valentine’s Day massacre, and more are all included.

Chicago Hauntings Original Ghost Bus Tour

3 hoursFree Cancellation

Discover one of the Windy City’s most spooky, gruesome destinations when you book advance tickets to the Medieval Torture Museum. Perfect for Halloween—or any other creepy-crawly occasion—this museum includes a wealth of information about medieval torture practices and devices, plus realistic models to add a macabre edge. Book tickets before you travel for a seamless visiting experience, and make use of an audio guide and included ghost-hunting app.

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Chicago Crime and Mob Bus Tour

1 hour 30 minutes to 2 hoursFree Cancellation

Eat your way through downtown Chicago on a walking food tour. Visit Millennium Park, the Palmer House Hotel, and other city landmarks and taste quintessential Chicago foods such as deep-dish pizza, hot dogs, and chocolate brownies. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.

Chicago Favorites Ultimate Food and Walking Tour

3 hoursFree Cancellation

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and musically edited immersive experience -Guided by technology. Put your phone in your pocket as the smart phone tour guided you with voice turn by turn. -Great deal -See and learn about Chicago's haunted spots, tragic events, fires, and the spirits that stayed behind. -Listen again after taking the tour. -The tour never expires, go or listen (after the on location tour) anytime. This haunted adventure is a smart phone guided on location tour. You go to the first stop, open the tour, enter your experience code and press play. From there you are guided turn by turn through Huntsville. The app knows your location and seamlessly guides you each step of the way.

Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour

1 hour to 1 hour 15 minutesFree Cancellation

We are the original, top-rated Gangsters and Ghosts tour! As a private tour, hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your private historian guide, uncovering the many mysteries hidden behind every turn. Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through this now upmarket area of the city which was once home to underground speakeasies and bootleggers. Hear the true stories of Chicago's bloody past and the gangsters who caused havoc in the city. See the places notorious figures such as Al Capone used to party, make deals, and carry out "business". Discover the legends of the ghosts that are said to lure along the Chicago Riverwalk and the aptly named Death Alley. Stop at haunted locations including Palmer House, and the Chicago Theatre, before finishing outside the Congress Hotel, one of the most haunted places in Illinois.

Chicago Gangsters and Ghosts Walking Tour

Price varies by group size

Wind and Souls an Adults Only Ghost Tour in Chicago

For sightseers looking to put a spooky spin on their night and avoid the overpacked city tours that tell history most of us already know, this Chicago Family-Friendly Ghost Tour is just the thing. Stop at popular Chicago attractions, including the Flying Dragon sculpture, the Chicago Stock Exchange Arch, the Abraham Lincoln statue, and Buckingham Fountain, while a guide tells you ghost stories along the way.

Haunted Chicago: Lincoln Park Ghost & History Walking Tour

Haunted Ghosts & The Chicago Outfit Segway Tour

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

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Must-Dos in Chicago

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What are people saying about Chicago

Todd_M, Nov 2026

Excellent Experience!

Sydney, an incredibly knowledgeable and friendly guide, led us on a fantastic walking tour of The Loop. The tour delves into the city’s rich history, infamous criminals, and even shares a few chilling ghost stories. It’s a great way to get some exercise while immersing yourself in Chicago’s past.

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.

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!