Top Chicago Ghost Tours

Chicago River Ghost & Dark History Night Cruise

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Chicago Crime, Mobsters & Ghosts Walking Tour

1 hour 30 minutes to 2 hoursFree Cancellation

Haunted Chicago Booze and Boos Ghost Walking Tour

2 hours 30 minutesFree Cancellation

We are the original, top-rated Gangsters and Ghosts tour! Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your 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, secret tunnels, 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

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

Lincoln Park Hauntings Ghost Investigation Tour

2 hours 15 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

Chicago Haunted Interior Architecture Ghost Tour

1 hour 30 minutes to 1 hour 45 minutesFree 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

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

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

Chicago Architecture and True Crime: Halloween Edition

1 hour 30 minutes to 1 hour 45 minutesFree Cancellation

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

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

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 30 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

Discover the architectural gems of the Windy City from an ideal vantage point—and learn insider facts and stories about the city's top attractions—on this Chicago River cruise. Travel in comfort aboard a boat equipped with both indoor and outdoor seating areas. Covering more than 130 years of architectural history, this tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.

Chicago River 90-Minute Architecture Tour

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

2 hours Private Evening Walking Tour with the Ghosts of Chicago

Learn about the history and legends surrounding the 1893 Chicago World's Fair and notorious criminal H.H.Holmes on a half-day tour inspired by the popular book ‘The Devil in the White City.’ Explore important locations such as the Prairie Avenue Historic District, Jackson Park, Midway Plaisance Park, and the ‘Murder Castle’ of H.H. Holmes as you learn more about the World's Columbian Exposition and Victorian Chicago.

The Devil in the White City: A Haunting History Tour

3 hoursFree Cancellation

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

Chicago Night Crimes Tour by Bus

2 hours to 2 hours 30 minutesFree Cancellation

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What are people saying about Chicago

Chicago Architecture and True Crime: Halloween Edition

Arite_M, Sept 2026

Entertaining, easy to follow – highly recommended!

David made our Chicago Crime & Architecture Tour a real highlight. You can tell he has comedy genes: he presents even complex topics in an incredibly entertaining, engaging, and easy-to-follow way. Although we’re not native English speakers, we could understand him perfectly and truly enjoy the tour. His mix of humor, knowledge, and storytelling turns this into much more than a standard guided tour. Highly recommended for anyone who wants to experience Chicago in a unique and memorable way!

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.

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Chris_C, Aug 2026

Ghosts, Fires, and Capone

Andre, our tour guide made our tour so fun!! He knows his Chicago History and has so much energy and humor. He is funny, engaging, theatrical, thoughtful, and fun!! Well done Andre!! The tour takes you through macabre Chicago history, and you see the actual locations of the incidents. Interesting and informative… I recommend the tour, and ask for Andre.

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!

Chicago Crime, Mobsters & Ghosts Walking Tour

Lynn_H, Apr 2026

Lark's Knowledgeable and Entertaining Tour

Lark was a fantastic tour guide- knowledgeable, enthusiastic, and genuinely engaging. Our group was small, which made the experience feel personal and easy to connect with. We were able to ask plenty of questions, and Lark handled each one with ease and insight. His depth of knowledge about Chicago's history was especially impressive. He shared fascinating stories and facts that we never would have discovered on our own. The places we visited were rich with historical significance, and his storytelling made each stop come alive. We absolutely recommend Lark to anyone looking for a fun and informative tour of the city.

Prairie Avenue Haunted History Tour and Ghost Hunt

Kayla_C, Oct 2025

Great historical/ghost tour of “millionaire’s row”

While in town for work I was looking for something interesting to do near the conference center/hotels by McCormick. This was a phenomenal walking tour of some of Chicago’s oldest residences built around the 1880s. The tour guide Tony is extremely knowledgeable about local history and a great storyteller. Definitely some haunted spaces, he gave us EMF meters to play with and we picked up signals in several locations. Highly recommend. Thank you so much!