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Chicago Crime and Mob Tour

  • 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$37.95
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
10am Tour
Tour departs at 10am
From US$37.95
12pm Tour
Tour departs at 12pm
From US$37.95
2pm Tour
Tour departs at 2pm
From US$37.95
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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 (429)

1 - 5 of 61 reviews

Reviewed 6 days ago
This tour has so much potential

The tour guide that finished before us had people getting off and giving high fives. We had great expectations based on reviews and seeing this response. You have amazing history and fabulous back drop, but your tour guide we had at 2 00 on April...More

2  Thank Lynn S
Reviewed 1 week ago
Boring and slow

The guide was very sweet, but the tour was disappointingly slow and monotonous. Yes, the bus is new but the seating is worse than being in coach on an airplane. I was really looking forward to this but can't even give a highlight of it...More

4  Thank saints-girl
Reviewed 1 week ago via mobile
I wish I had done this sooner

Our tour guide, Ben, was attentive and made our experience enjoyable. He is a great storyteller and gave information regarding Chicago and it’s famous, criminal inhabitants in a captivating manner. I appreciated how he would look after the kids on the bus and offer extra,...More

2  Thank Kathryn G
Reviewed 1 week ago
Fun and informative

Our tour guide, John, was really entertaining and full of information. The adults in our family really enjoyed it. The kids (13 and 15) didn't have any point of reference and were not as interested in the information about "old dead guys". The kids wanted...More

2  Thank Bradi K
Reviewed 1 week ago via mobile
Awesome tour! Learned so much!

I never knew how bad Chicago was until I learned of HOW MUCH has gone on in this city (and still kind of does)! Nonetheless, it was awesome to trace the steps of Dillinger's last night and take down, and visit Nitti's secret underground hideout...More

Thank Leah C
Questions & Answers
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23 April 2018|
AnswerShow all 2 answers
Response from Joyce L | Reviewed this property |
806 N Michigan Ave, Chicago, IL 60611 that is the well known water tower any where near there would be good
17 April 2018|
AnswerShow all 5 answers
Response from Kathryn G |
An hour and 30 minutes, maybe 2 at most