Available languages
1 hour 30 minutes
Mobile ticket
Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy.
This walking tour blends ghost stories, true crime history, and architectural landmarks to reveal the beauty and horror from one of America's most famous time periods, right where it happened.
You'll gain special access to architectural interiors tied to famous history, as you are led by a trained historian tour guide through these famous sites. Learn where Chicago's history still whispers after dark!
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
This is a walking tour, 1.0 Miles over 1.5 Hours
Not recommended for travelers with a cold
For a full refund, cancel at least 24 hours before the scheduled departure time.
Chicago River
Our expert host will meet you at the starting point and begin to explain the architecture and haunted history along the Chicago River.
River North
You will see historic buildings that operated as speakeasy bars of the Prohibition Era, and see famous spots connected to legendary bank robber John Dillinger.
Expert Tour Guide
Go Inside Famous Hotels
Tips and Gratuities for Tour Guide
134 reviews
Total reviews and rating from Viator & Tripadvisor
Rachelle L,Apr 17, 2026
- Review from Viator
Very fun and informative your of the city and its history. He had an engaging way of telling stories and emphasizing the haunting parts of the history.
pamelakW1699RS,Apr 16, 2026
- Review from Tripadvisor
Really nice young man very personable and friendly, really opened their eyes to the city of Chicago went to places that on my own I would never have gone to and enjoyed the history of old Chicago. He really seemed to know his stuff.
947dedec,Apr 16, 2026
- Review from Tripadvisor
Fun and informative tour! Easy walking tour and history on 1920's Chicago.
monicacZ9269IO,Apr 16, 2026
- Review from Tripadvisor
Had so much fun, made it a show and not just a tour. He answered all of my friends and I’s questions! Kept all of us engaged the whole time, definitely recommend for a quick fun thing!!
amandalG538SP,Apr 16, 2026
- Review from Tripadvisor
Excellent!! Very engaging and informative! Highly recommend!!
ashleyeM1057LB,Apr 16, 2026
- Review from Tripadvisor
Our guide Andre was amazing! So knowledgeable and entertaining!!! Would 10/10 recommend for anyone looking for something fun to do!
Sehar D,Apr 14, 2026
- Review from Viator
Andre was incredibly enthusiastic and showed me a whole different side of the city than I’ve seen before (as a native Chicagoan). I went with friends who were visiting and we had a great time.
E455HIteresal,Apr 13, 2026
- Review from Tripadvisor
The host was absolutely amazing! He was really detailed with his tour, the perfect amount of performance and history combined. Do not skip his tour, it is an essential part of your trip! Thank you Andre !!!
Paulada2206,Apr 13, 2026
- Review from Tripadvisor
The tour was fantastic - Andre made it engaging and insightful and we had a fantastic time!
Riley B,Apr 13, 2026
- Review from Viator
Andre did a really great job making this tour interesting, informative, and humorous! He's an excellent storyteller, and his skillset brought the history of Chicago to life during the tour. Prior to the start of the tour he was extremely communicative to ensure we had all the info we needed for a smooth start to the tour. He also has good recommendations for what to do after the tour, so make sure to ask!
Operated by Magnifico Tours