Guided tour

Chicago: Mob and Crime Bus Tour

Guided tour

Chicago: Mob and Crime Bus Tour

Likely to sell out

From US$ 46 per person

Likely to sell out

Experience the dark side of the Windy City on a Crime and Mob Bus Tour that introduces you to Chicago’s history of crime. Escape into the city's underworld and learn about characters like Al Capone and John Dillinger.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
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Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 1.5 hours
Check availability to see starting times.
Live tour guide


  • See the site of the St. Valentine's Day massacre on this Crime and Gangster bus tour
  • Walk the final path of John Dillinger, Chicago's most famous bank robber
  • Admire the city’s spectacular architecture, including the former Chicago Criminal Courthouse
  • Check out a mini mobster museum and gangster Frank Nitti's personal safe & address book
Full description

Experience Chicago’s underworld of criminals and gangsters on a luxury bus tour. Find out how some of the world’s most famous criminals, mobsters, and gangsters conned their way through the city. Ride comfortably in an enclosed, climate-controlled bus, as you see famous Chicago crime scenes that range from the 19th century through modern times. Unlike Chicago walking tours, this Mob and Crime Tour isn’t affected by the Windy City weather. Learn from a local expert tour guide giving interactive live commentary about Al Capone, the Untouchables, the Chicago Mob, John Dillinger, Terrible Tommy O'Connor, H. H. Holmes, the Chicago Black Sox, Leopold and Loeb, bank heists, Cap George Streeter, and more. Grab your camera for a drive-by shooting of the historic criminal courthouse, a Chicago architectural landmark where some of Chicago's most notorious cases were tried. You'll also view historic video footage, receive an informative pamphlet with photos, and can even take part in a crime quiz. Stake out crime scenes like the Biograph Theatre, Holy Name Cathedral, Clark Street Bridge, and other Chicago landmarks. See the site of the St. Valentine's Day Massacre, one of Chicago's most notorious murder scenes. Get off the bus and walk the path that notorious Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths. Travel into the criminal past of Chicago's River North, Gold Coast, Lincoln Park, Old Town, Loop, and Magnificent Mile neighborhoods.

  • 90-minute tour in an enclosed climate-controlled bus with professional driver
  • Live interactive tour guide in English
  • Stops at famous crime sites
  • Historic video footage
  • Informative pamphlet with photos
  • Crime quiz
  • Tips

Select participants and date



Meeting point

Bus pickup outside 163 E. Pearson Street. The bus will be on the south-east side of Pearson and Michigan Avenue across from the Water Tower Mall.

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Important information

Not allowed

  • Food and drinks in the vehicle
  • Video recording

Know before you go

  • There are no bathrooms or restroom breaks during the tour so make sure to go before checking in
  • Tours are in English
Customer reviews

Overall rating

4.3 /5

based on 446 reviews

Review summary

  • Guide
  • Transportation
  • Service
  • Organization

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Great tour, get to see more of the city by doing it on the bus rather than walking. Got on and off the bus to look at certain things so wasn’t just on the bus all the time which was good. Our guide was Katie and she was really informative and welcoming and answered single questions really well. Thanks so much

March 27, 2023

Had a really enjoyable time , our guide was Jay she was really entertaining gave us loads of information and made it a fab tour which I would highly recommend . Jay was engaging from the start of the tour until the end and seemed to enjoy it as much as we did . Well done !!

March 27, 2023

It just so happened that 1 of the days I was in town called for rain & this was perfect. There are 2 stops where you can get off the bus & we were able to do both of those despite a few rain drops. Leah was super knowledgeable on all areas of Chicago crime. I felt like the whole tour flowed very well from start to finish.

March 27, 2023

Product ID: 40483