Great tour with lots of great stories. Chris did a great job!





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.
As we cruise along the historic Chicago Riverwalk, look down at the dark waters that hold some of the city's deepest secrets. During the roaring 1920s, this waterfront was the lifeblood of Al Capone’s bootlegging empire
Snap a photo under one of the most iconic landmarks in the United States—the glowing, six-story-high "CHICAGO" marquee
step inside the breathtaking, gold-leafed lobby of the Palmer House, a masterpiece of Gilded Age opulence. While it looks like a royal palace today, this historic hotel holds a dark and legendary past
Stand beneath the gleaming, liquid-mercury surface of Cloud Gate—Chicago’s iconic center piecing sculpture
Guarded by its two famous bronze lions, The Art Institute of Chicago is world-renowned for its masterpieces—but it also holds a few spectral secrets.
Prepare yourself as we approach the imposing facade of the Congress Plaza Hotel, widely known as one of the most haunted buildings in Illinois. During the height of Prohibition, notorious mob boss Al Capone practically made this hotel his headquarters
Great tour with lots of great stories. Chris did a great job!
Matthew was a great story teller. He told the story in such detail that you could almost paint a picture of it. Wonderful experience
Chris was a great guide! He was a great orator and kept us on schedule. He also provided fantastic recommendations for restaurants, accommodations, and further sources to learn more about the stories he told. Was overall a great time!
Entertaining and informative tour that gives you a good sense of Chicago’s history. Braeden was terrific!
Nathan? Andrew? I can’t remember. Kid had glasses and a red floral button up shirt with a safety pin as the top button. He killed it. Absolutely 10/10 he’s the man and should get a raise so he keeps doing this.
Tanner was great and entertaining
Fun and informative tour. Max is a friendly and very enthusiastic guide with a wealth of knowledge on the subject matter.
Peyton was great!!! Very entertaining and informative and an interesting activity for crime junkies!
Peyton was great and the time was very interesting and something different do for any crime junkies out there!!
Carolyn was very friendly and provided a great and informative walking tour. She took the time to chat with most of the attendees and our group felt welcomed and well served. A good tour for an introduction to some of the history of Chicago. Many thanks Carolyn!