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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
12pm TourMost Popular
Tour departs at 12pm
From US$39.95
2pm Tour
Tour departs at 2pm
From US$39.95
10am Tour
Tour departs at 10am
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.
Reviews (531)
1 - 5 of 157 reviews
Reviewed yesterday via mobile
Gangster tourish

Informative but Ben the tour guide rocked it. His dry wit and wealth of information made this tour worthy of laughter and Prozac. Yep you guessed it all the people talked about died. Good job Ben.

1  Thank hbear4593
Reviewed 2 weeks ago
Beer for BEN

Tour was informative, just about the right length, and the highlight was when Ben hit his head looking out the bus doors and he did not swear. He gave us plenty of opportunities to leave the tour and visit nearby night clubs. All up his...More

Date of experience: November 2018
3  Thank Trish G
Reviewed 2 weeks ago
Top notch experience

My boyfriend and I live here in Chicago already. This was a fun activity for us to get to know our city a little better. Shannon was our tour guide and she is unbelievably talented. It was such a treat to have an enthusiastic, engaging...More

Date of experience: November 2018
1  Thank Jen P
Reviewed 3 weeks ago
Crime tour

Good tour. Our guide, Ben, was dynamite. The bus was comfortable and the music was nice. It was interesting stand in the spot where Dillinger was killed.

Date of experience: November 2018
1  Thank Matthew P
Reviewed 3 weeks ago
Enlightening and Entertaining!

We were guided through the tour by John. He was very knowledgeable with a great sense of humor. We appreciated all the details he provided and loved how he connected salient points throughout the tour. The pick-up/drop-off were very conveniently located and right on-time! Highly...More

Date of experience: November 2018
1  Thank CSFonseca
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Questions & Answers
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Christian C
10 October 2018|
AnswerShow all 5 answers
Response from HappyCamperMe | Reviewed this property |
About two hours
27 September 2018|
AnswerShow all 6 answers
Response from John S | Reviewed this property |
Not an actual address. They pull up on the street just north of the Water Tower Shopping Center. There will be people there who can tell you where to stand. Find the Lookingglass Theater (821 Michigan Ave). The pickup is... More
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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