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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
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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.
Reviews (515)
1 - 5 of 141 reviews
Reviewed 6 days ago
Great tour

We really enjoyed the tour. Lots of great info and sights to visit. Definitely recommend. Our guide was informative and fun.

1  Thank Seaside528825
Reviewed 1 week ago
Very Happy With trip

Sheila, our guide, was outstanding. High energy, great diction, great sense of humor and full of interesting stories and information.

1  Thank Viking13
Reviewed 1 week ago
Very educational

Nice tour. Very knowledgeable tour guide and it was interesting to visit and stand the same spots that some of the well-known mob bosses got wacked!!

1  Thank Manuel A
Reviewed 1 week ago
Very interesting tour!

I really enjoyed this tour. I have lived in Chicago all my life and have passed by a few of the places we stopped at on the tour and never knew the history of it. The bus was very comfy but I also enjoyed being...More

3  Thank Amanda Y
Reviewed 1 week ago
It was awesome!

We loved this!!! We had Ana as our tour guide, and it was a fantastic time. She was really engaging, funny and informative. It was just an overall good time, would totally recommend.

1  Thank Brianna R
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Questions & Answers
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Christian C
10 October 2018|
AnswerShow all 4 answers
Response from saints-girl | Reviewed this property |
Oh gosh I really don't remember. Maybe 2 hours? It was the least favorite thing we did in Chicago
Robi G
27 September 2018|
AnswerShow all 6 answers
Response from KCG510 | Reviewed this property |
The tour begins outside the Chicago Water Works, 163 E. Pearson St. at the corner of Michigan Ave.
Robi G
27 September 2018|
AnswerShow all 3 answers
Response from Colette P | Reviewed this property |
163 East Pearson St, Corner of Pearson and Michigan Ave right Between The Chicago Water Works and Macy's. A Bright Yellow and Red bus will pick you up, be there 10 min before your tour.
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