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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 USD 39.95
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
10am Tour
Tour departs at 10am
USD 39.95
12pm Tour
Tour departs at 12pm
USD 39.95
2pm Tour
Tour departs at 2pm
USD 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 (96)

1 - 5 of 96 reviews

Reviewed 1 week ago
awesome tour guide

John was an awesome tour guide! Our driver got through crowded, busy streets downtown w/ grace! Would have liked to have gotten off a little more often, but a great tour!

1  Thank Lori v
Reviewed 1 week ago
Very interesting History....but not a lot to see

My comments would echo a lot of the other comments that there really was not a lot to see on this tour. A lot of the stops were just driving by a vacant lot where something happened in the past. Howevr, the young lady who...More

4  Thank RScottN
Reviewed 1 week ago
Not Sure What This Is

I went with a small group on this tour and it was fine but honestly many of the landmarks are now gone so you are taken to a spot where John Dillinger was killed but that is it, a location without any marker or indication....More

Thank Marilyn S
Reviewed 1 week ago
We thought this tour was awful!

Our "guide" was all over the place telling us mostly stories that had little or nothing to do with Chicago Mobsters! Drove to a building where he told us "this use to be...but all the tiles have been removed and sent to the mob museum...More

2  Thank FunFamily04
Reviewed 1 week ago
Lots of fun, but overpriced

On the downside, the tour is overpriced. It would also be nice to spend some more time at some of the sights an have the chance for photos. In many cases this wasn't possible due to traffic, etc. On the upside, our guide, Mitch, was...More

1  Thank dephal
Questions & Answers
Ask a question
14 May 2018|
Response from wendygalasso | Reviewed this property |
1-1/2 to 2 hours, departs severssl times a day
1 May 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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