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Chicago Crime and Mob Tour

Best Seller
  • 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 
Chicago Crime and Mob Tour
From US$39,95
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
2pm TourMost Popular
Tour departs at 2pm
12pm Tour
Tour departs at 12pm
10am Tour
Tour departs at 10am
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Chicago has a past filled with big gangster names such as John Dillinger and the infamous Al Capone. Dive deep into the city’s mobster ways with a guide who knows where “the business” was done. Stay comfortable during this bus tour, which is perfect for any type of weather, and choose from multiple departure times to best suit your schedule.
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.
Write a ReviewReviews (487)

1 - 5 of 117 reviews

Reviewed yesterday

Was really looking forward to this tour but found it hard to understand why, when we got off the bus at the theatre and alleyway where Dillinger was killed, there was nothing to mark the spot. Just an alleyway. Nothing to see here. The same...More

2  Thank Jacki_PerthWA
Reviewed 2 days ago
Amazing tour!!!!

I would recommend this tour to anyone!! The guide was extremely knowledgeable and an amazing speaker and each area we passed or stopped at was super interesting. I'm very glad I did this tour.

1  Thank Mary P
Reviewed 5 days ago
Disappointing tour

I had such high hopes for this tour after reading the description and all the reviews. Ben was a good tour guide, and very entertaining, but I think this tour needs to be changed up. Yeah, was got to hear the stories of Dillinger and...More

2  Thank mujerlinda
Reviewed 1 week ago
Very Fun!

My girlfriend booked this as an activity and I was skeptical at first, but it ended up being very fun and informative. Our tour guide was great (dont remember his name) and him being a Chicago native and history guy, he was really able to...More

1  Thank JP L
Reviewed 1 week ago
Ben was very informative

Learn about people and place in Chicago we never knew. Ben was our tour guide and he did a wonderful job. We would recommend to anyone going to Chicago. I have been going to Chicago many years ( over 25 +) shopping, this was my...More

4  Thank Donna E
Questions & Answers
Ask a question
6 August 2018|
AnswerShow all 2 answers
Response from wendygalasso | Reviewed this property |
I used park whiz app and parked at a hotel with valet very nearby
6 August 2018|
AnswerShow all 6 answers
Response from John S | Reviewed this property |
If you are staying at a hotel close to downtown or the theater district, a cab is less than $10. We didn't rent a car, or drive to Chicago.
14 May 2018|
Response from wendygalasso | Reviewed this property |
1-1/2 to 2 hours, departs severssl times a day
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