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Chicago Crime and Mob Tour

From US$39.95
Free Cancellation up to 24 hours in advance
  • 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 
  • Charge your cell phone on the go with outlets on the bus
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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.
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Reviews (582)
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All reviews john dillinger the bus great tour cool things high energy al capone valentine's day enjoyable tour come alive booked this tour lots of fun water tower interesting information an excellent job ben shannon stories
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Reviewed yesterday via mobile

Interesting bus tour... no real point to being on the bus. Just some history. No interesting view points. This would probably be better if moved to an actual museum.

Date of experience: July 2019
1  Thank irishgal20
Reviewed 4 days ago via mobile

This was a lot of fun and interesting! Seeing some of the locations and hearing about Chicago’s history really helped us understand the way crime developed and persisted there. Watching movies is one thing but seeing and hearing the way events went down was really...More

Thank matthewp555
Reviewed 4 days ago

Fun for those interested in the Crime syndicate. Informative with interesting facts and knowledge from the tour guide. Our tour guide Alexis (I believe) 7-11-19 Noon Tour was amazing and fun, she made the tour worth it. Wish there were more stops along the way...More

Date of experience: July 2019
Thank druemom
Reviewed 5 days ago

Ben was an excellent tour guide, knowledgeable and entertaining. Thank you! Fun for the whole family.

Date of experience: July 2019
Thank jusatinsky
Reviewed 5 days ago

Would recommend. Had been wanting to come and do this tour for a while. It was worth it. Only problem is Chicago is trying to getting rid of anything to do with crime. I get crime is bad but history is history. Should not be...More

Date of experience: July 2019
1  Thank lisa r
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Questions & Answers
Ask a question
5 July 2019|
AnswerShow all 8 answers
Response from Aaron J D |
Yes. Theres nothing gruesome about it but some of the descriptions might need explaining.
14 May 2019|
AnswerShow all 7 answers
Response from LoveEurope47 | Reviewed this property |
Yes, if he enjoys history. My boys are adults now, but I think they might have been a bit bored at that age.
2 May 2019|
AnswerShow all 4 answers
Response from 364andym | Reviewed this property |
Again the same answer. I haven’t been on the other tours sorry.
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