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
91 reviews
Total reviews and rating from Viator & Tripadvisor
G5743XBnellyd,Apr 3, 2026
- Review from Tripadvisor
Andre‘s tour was very educational, informing, we got to enter into a couple of Chicago’s most historic buildings and enjoyed his enthusiasm while he the crime and history of Chicago. We would recommend this tour.!
479kenishag,Apr 2, 2026
- Review from Tripadvisor
Thank you so much! This was a great way to learn more about Chicago and see the city!
josephpA5776EM,Mar 30, 2026
- Review from Tripadvisor
I was raised in Illinois and Andre taught us so much history of Chicago. The stories and locations were fascinating and we will come again and I will tell all my friends to contact Andre
danipP202IY,Mar 30, 2026
- Review from Tripadvisor
Great guy! Wonder experience, I truly learned a lot and I love the city, I love having this knowledge when i walk past all of these structures, absolutely spectacular tour! :D
hunterk207,Mar 30, 2026
- Review from Tripadvisor
Very great experience for hearing all about the stories and seeing the sights of all the legendary moments throughout the history of Chicago. Great for anyone new to the city or veterans alike
emileyk2026,Mar 30, 2026
- Review from Tripadvisor
An amazing experience and a great way to see parts of the city we otherwise wouldn’t have!
355kaitlinm,Mar 30, 2026
- Review from Tripadvisor
Great experience!! Would book again!
J8092KOmikek,Mar 30, 2026
- Review from Tripadvisor
Wonderful tour. Andrew is very engaged.
764syds,Mar 29, 2026
- Review from Tripadvisor
Entertaining and informative!! Would highly recommend.
nicoletteg940,Mar 29, 2026
- Review from Tripadvisor
Great tour guide and full of historic facts!! Highly recommend!
Operated by Magnifico Tours