Chicago Ghost Tour: Mobsters and Haunted Mysteries

Uncover the hidden secrets of Chicago’s mobsters and haunted history on this thrilling tour. Walk the historic streets and alleys, and hear chilling tales from an expert local guide.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • The Congress Plaza Hotel & Convention Center - Discover chilling stories about one of America’s most haunted hotels.
  • Exchequer Restaurant & Pub - Formerly known as the “226 Club,” a favored spot of Al Capone.
  • Chicago Loop - Delve into the area beneath the “L,” historically a center of crime and vice.
  • West Couch Place - The Alley of Death, renowned for its mysterious and supernatural occurrences.
What's Included
  • Local guide with professional, entertaining narrative
What's Not Included
  • Gratuities
Additional Information

Embark on a journey through the age-old streets and lanes of Chicago where the specters of mobsters and apparitions of the doomed linger.
This expedition is specifically tailored for enthusiasts of history, authentic crime, and eerie enigmas. Anticipate a dark and grimy mix of Chicago’s gloomiest tales lurking in the obscurity of the Loop. From Grant…

Location
The Congress Plaza Hotel & Convention Center
South Michigan Avenue
Meet your tour guide in front of the Congress Plaza Hotel & Convention Center. The hotel address is 520 S. Michigan Ave, Chicago, IL 60605. Your guide will be wearing an orange hat that says “ExperienceFirst”.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(343 Ratings)
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Rhondahj637vt
Oct 6, 2025
Great tour - Interesting tour, the guide was great. A lot of fun, but be prepared for a lot of walking and standing as the guide shares stories of mobsters and tragedies of old Chicago.
Review provided by Tripadvisor
I8783tngregorys
Oct 5, 2025
Informative and Interesting Tour - Bryson did a fantastic job of telling us about some of the nefarious characters and tragedies from the city's history. A ton of information was shared during the two-mile walk.
Review provided by Tripadvisor
Doctorj1969
Oct 4, 2025
A Historical Highlight of Chicago - Our tour guide, Lark, did a wonderful job walking us through places of historical importance to Chicago. His stories of the mob and the Great Chicago Fire of 1871 were fascinating. This was a very worthwhile part of our trip, and we highly recommend it.
Review provided by Tripadvisor
Shannonti9651vr
Oct 1, 2025
Very Informative! - Ben, our guide, was knowledgeable and engaging! He was professional and even handled a clearly intoxicated individual with compassion and respect.
Review provided by Tripadvisor
Catedvindi
Oct 1, 2025
Fun, informative, and engaging tour - I learned a lot about Chicago that I didn’t know and now see the city in a new way. I like haunted tours because they’re a little more quirky and full of stories, and this fit the bill but was chocked full of interesting tidbits. Ben was extremely knowledgeable about history and architecture and kept it fun, engaging, and energized the entire time. Thanks, Ben!
Review provided by Tripadvisor
Ambezza
Sep 30, 2025
Great tour - highly recommended - Excellent tour that was indeed 2hrs and well worth the visit. Ben was a great tour guide, delivered everything with a passion and was super knowledgeable.
Review provided by Tripadvisor
44tylery
Sep 28, 2025
Chicago History with a Few Haunts Along the Way - Purchased the "Go City" pass and selected this tour as one of our activities. Booking was easy and they just scanned the QR code upon arrival which was simple and easy. Our tour guide, Bryson was extremely knowledgable and seemed passionate about the info he was sharing which made for a fun experience. There were about 20 people so traveling through the city felt safe and comfortable. Would highly recommend if you like real historical info, a nice walking tour of the city and a few spooks and legends along the way!
Review provided by Tripadvisor
Shakil
Sep 27, 2025
Nice tour - Our guide (Bryson) was very informative. We learned a lot. Fascinating history of the underworld in Chicago. Beautiful day to be out walking.
Review provided by Tripadvisor
Sandra_d
Oct 3, 2025
Safest way to go undercover - Knowledgeable guide, relevant topics covered made an enjoyable night out for locals and tourists alike
Review provided by Viator
Miriam_j
Sep 28, 2025
Learn more stories from Chicago - Guided tour of the city with duration of approximately 2 hours, around 5 iconic points and with history of the city related to stories of gangsters, ghosts and tragedies occurred where many people died tragically. The guide made the explanation very enjoyable, very energetic and friendly!
Review provided by Viator
From $34
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).