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Chicago Crime and Mob Tour

Special Offer
From US$39,95
Book and save 5% compared to the local supplier's prices!
  • 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
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10am Tour
Tour departs at 10am
From US$39,95
12pm Tour
Tour departs at 12pm
From US$39,95
2pm Tour
Tour departs at 2pm
From US$39,95
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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 (455)

1 - 5 of 87 reviews

Reviewed yesterday
Informative tour

Interesting and informative tour. Ben was very knowledgeable and passionate about his town. He answered all questions.

Thank GGof2
Reviewed 3 days ago
Neat Way to See the City & Learn Some Chicago History

This is a great way to see various Chicago neighborhoods, and learn "behind the scenes" facts from a very knowledgeable guide. The time spent on Dillinger and Nitti are particularly interesting. The bus is gorgeous, and though a little "close quarters", very plush seating and...More

Thank John S
Reviewed 5 days ago via mobile
Enjoyable Tour

Booked this tour at the last minute and enjoyed it very much! Ben was an excellent guide and Trent was an excellent driver. It is in the 90s today so I appreciated the air conditioned coach. Loved listening to the history and stories about glorified...More

Thank Amanda N
Reviewed 5 days ago via mobile
It’d be a crime not to take this tour!

Ben was an incredible tour guide to the seedier site of Chicago! Great commentary and delivery! Highly recommend this tour to learn about Dillinger, Capone and a medium Coke no ice.

Thank SisBluBrd
Reviewed 1 week ago
So Cheezy!

I went on this tour years ago when they still used an old refurbished school bus/ IDOT prisoner bus and the guides wore double breasted suits and effected a Chicago gangster accent. I thought it was hilarious. I went with my parents who also enjoyed...More

2  Thank Katie W
Questions & Answers
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14 May 2018|
Response from wendygalasso | Reviewed this property |
1-1/2 to 2 hours, departs severssl times a day
30 April 2018|
AnswerShow all 2 answers
Response from Kathryn G | Reviewed this property |
Yes, they have a space underneath the bus for strollers and the like
23 April 2018|
AnswerShow all 3 answers
Response from QJK | Reviewed this property |
They pickup right outside the historic pump house. It’s opposite the large mall with, I think Macy’s inside. Just wait on the corner and if you have any questions, the guys from the Big Bus Tours (although a different... More
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