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Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. Hear true crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more.
Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc.
Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Bus departs on time. Arrive at least 15 minutes early for check-in. If you don't see the bus 10 minutes before the start time, call the number indicated in your ticket for help.
Guests may not join the tour after the bus departs. General seating is on a first-come first-served basis. Joint seating is not guaranteed.
No restroom breaks. Please go before checking in at the bus.
No eating or drinking on the bus.
There is no onsite office.
Bus has five (5) steps and some stops off of the bus include stairs. Bus is NOT equipped with an electronic lift. There is limited storage available for a folding wheelchair or stroller.
Audio and video recording and services are not permitted without the express written consent of Chicago Crime Tours and Experiences.
Kindly refrain from talking or translating on the bus during the tour.
For a full refund, cancel at least 24 hours before the scheduled departure time.
This world famous tour starts and ends OUTSIDE 163 E. Pearson Street (SE side of Michigan Avenue and Pearson Street). Learn about the history of leading gangster and mobster figures like Al Capone, John Dillinger, Frank Nitti, Dean O'Banion, and Bugs Moran. You'll see famous gangster shootout sites like the St. Valentine's Day Massacre, the handshake murder, and 'The Enforcers'' safe and tunnels. You will be led by a local, informative guide and guests are able to get off the bus and explore these historic crime scenes.
Water Tower Place
Meet your guide across from the Water Tower Place shopping mall in Chicago’s Near North Side at your selected time. Hop aboard a luxury climate-controlled coach and begin your 1.5-2 hour tour of the history of Chicago crime, from 19th century to today.
Prohibition Era personality profile
All inclusions are subject to availability.
Mini mob museum
Live interactive tour guide
Historic video footage
Exclusive crime quiz
Keepsake brochure with special offers
Photos at infamous crime scenes
Gratuity: Recommended $5/person gratuity (or more) via cash or Venmo.
3,174 reviews
Total reviews and rating from Viator & Tripadvisor
Charlene H,,Jan 17, 2026
- Review from Viator
Lots of interesting facts. the tour guide was great! I would do this tour again! Got to stop at Harry Carey restaurant and see an underground Chicago tunnel and a vault got to see the place where John Dillinger met his demise. Very interesting tour.
Lisa L,,Jan 17, 2026
- Review from Viator
Lots of fun! A unique look at Chicago! The guide, Jay, was entertaining and very personable. Would highly recommend this tour..
Jane R,,Jan 12, 2026
- Review from Viator
The tour is well organized and the guide was extremely knowledgeable and funny! I would highly recommend this!
Danielle K,,Jan 12, 2026
- Review from Viator
My boyfriend and I were visiting Chicago and decided to do the Crime and Mob Boss tour. Our guide, Dane, was a bit goofy and playing the showman, but it was still very educative. The small pamphlets he handed out at the beginning also helped. We got to see in daylight the parking lot that was the site of the St. Valentine's Day Massacre. (Yes, there was duplication between the tours, but I don't mind.) You stop at the Biograph Theatre, where John Dillinger was killed, and you can take photos of a mural dedicated to him. One of the Harry Caray Steakhouse locations has a mini mob museum that is a stop. You get to hear about Leopold and Loeb, two young men who decided to commit a murder for fun. It's more grim history of Chicago. I had a great time and definitely recommend it.
Beavextex,,Jan 11, 2026
- Review from Tripadvisor
Perfect for a wintry day! Fun and interesting history, well-presented by our lively and fun guide. Just enough outdoor time combined with sightseeing from the bus. Great stories.



Shela G,,Jan 6, 2026
- Review from Viator
The driver and the guide seemed to not align with where to go and stop. They went back and forth a few times and we had to walk a bit to get to a place the driver missed.
D2245UQerikaw,,Jan 5, 2026
- Review from Tripadvisor
The tour was full of fun facts, lively story telling, and beautiful Chicago views. We loved the couple of stops on the bus to get out and tour a few quick sites.
375kimf,,Jan 4, 2026
- Review from Tripadvisor
Good highlights tour of Chicago crime history. A couple of stops to hop off (wish there had been a few more! Except it’s January, so chilly.) Ethan is an engaging & knowledgeable guide.
allymD326FL,,Dec 31, 2025
- Review from Tripadvisor
This was such a great way to kick off our visit to Chicago! Jaime was amazing, funny and knowledgable and Tommy was the best driver! Highly recommend!!
bradjparker2022,,Dec 30, 2025
- Review from Tripadvisor
A great few hours - learnt a lot. Great guide. Bus was cold and the heater could have been turned on. I am writing more to fill up the stupid minimum.
Operated by Chicago Crime Tours and Experiences LLC