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Chicago Crime and Mob Tour

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2 travellers
Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.
  • Guarantee your spot on this tour by booking ahead—perfect for big groups
  • Learn about Chicago’s mobster past from your guide 
  • Multiple departure times available to fit your busy sightseeing schedule 
  • Charge your cell phone on the go with outlets on the bus
What to Expect
Your tour meets in Chicago’s Near North Side, across from the Water Tower Place shopping mall. Hop aboard an air-conditioned coach bus, and get ready to learn about the city’s shady past. Your driver provides a smooth ride through the city, bypassing traffic when possible, while your guide points out main landmarks that play a part in the area’s gangster history. Hear stories about big-time mobsters—including Al Capone, Tommy O’Conner, Bugs Moran, and Hymie Weiss—as well as The Untouchables, who helped bring them down. You’ll see locations where well-known crimes happened and the courthouses where the bad guys were tried for their crimes. Some parts of this tour allow you to get off and wander around important attractions on foot. Your tour ends with a drop-off at the departure point.
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Important Information
Departure Point
163 E Pearson St, Chicago, IL 60611, USA
1h 30m
Return Details
Returns to original departure point
  • Transport by luxury air-conditioned coach
  • Driver/guide
  • Live commentary on board
  • Gratuities
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Additional Info
  • Confirmation will be received at time of booking
  • Travelers should have a moderate physical fitness level
  • Please advise at time of booking if wheelchair assistance is required in the Special Requirements field. Bus is able to hold collapsible wheelchairs but it is NOT equipped with an electronic lift.
  • Please arrive 10 minutes prior to actual tour departure
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This tour/activity will have a maximum of 39 travelers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Reviews (628)
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All reviews john dillinger the bus al capone high energy enjoyable tour valentine's day cool things a great story teller comfortable bus come alive booked this tour water tower an excellent job interesting facts great information lots of fun ben
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1 - 5 of 298 reviews
Reviewed 2 days ago

Good insight into Chicago’s murky historical underworld. Lots of interesting stories and characters that shaped the city

Date of experience: September 2019
Thank m_lawson90
Reviewed 5 days ago via mobile

NEGATIVE: Rode in the new red motorcoach-not a lot of leg room. POSITIVES: Ben was very personable and knowledgeable. He knew a lot of history relative to chicago.

Date of experience: September 2019
Thank Chitownfun919
Reviewed 1 week ago via mobile

Really enjoyed the tour. Slick presentation. Good comfortable bus. Good driver. Knowledgable presenter. Worth doing.

Date of experience: September 2019
Thank Adrian L
ChicagoCrimeTours, Manager at Chicago Crime Tours, responded to this reviewResponded 1 week ago

Thank you for taking the time to write about your experience. We're so glad you really enjoyed the tour, slick presentation, comfortable bus, good driver and knowledgeable presenter.

Reviewed 1 week ago

This tour was very insightful into the mobsters and crime that has plagued Chicago since the 1920's (and perhaps before). It was very interesting and informative. You don't usually get to hear the stories of the crime part of a city, so this was right...More

Date of experience: September 2019
Thank kossmanclan
ChicagoCrimeTours, Manager at Chicago Crime Tours, responded to this reviewResponded 1 week ago

Hahaha! The Dillinger Alley is a great part of the tour for sure. Glad you enjoyed the 1920's crime histories. Thanks for taking the time to write a review!

Reviewed 2 weeks ago via mobile

Fun and informative. A must ingredient of the “whole Chicago story “ . Knowledgeable guides with a good mix of humor and facts. I learned more about an era of Chicago history than I have gotten on other tours of the city. First rate experience....More

Date of experience: September 2019
Thank Stephen B
ChicagoCrimeTours, Manager at Chicago Crime Tours, responded to this reviewResponded 1 week ago

Thank you for making the tour a must do, first rate experience! Fun and informative is what we strive for. Thanks for taking the time to write a review!

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Questions & Answers
Ask a question
5 July 2019|
AnswerShow all 8 answers
Response from Aaron J D |
Yes. Theres nothing gruesome about it but some of the descriptions might need explaining.
14 May 2019|
AnswerShow all 7 answers
Response from LoveEurope47 | Reviewed this property |
Yes, if he enjoys history. My boys are adults now, but I think they might have been a bit bored at that age.
1 May 2019|
AnswerShow all 4 answers
Response from 364andym | Reviewed this property |
Again the same answer. I haven’t been on the other tours sorry.
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