Chicago: 90-Minute Mob and Crime Bus Tour

Chicago: 90-Minute Mob and Crime Bus Tour

From $45 per person

Experience the darker side of the Windy City on a 90-minute Chicago Crime Tour that introduces you to the history of Chicago’s criminals and gangsters. Escape into the city's underworld while learning about characters like Al Capone and John Dillinger.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 1.5 hours
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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 90-minute 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 luxury, on a 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 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. 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 a luxury climate-controlled bus with professional driver
  • Separate local expert tour guide giving interactive live commentary
  • Stops at famous crime sites
  • Historic video footage
  • Informative pamphlet with photos
  • Crime quiz
  • Gratuity
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned

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The details below may change if you update your current selection:

    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 Macy's and the Water Tower Mall.

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    Important information

    What to bring

    • Face mask or protective covering

    Not allowed

    • Food and drinks in the vehicle
    • Video recording
    Customer reviews

    Overall rating

    4.3 / 5

    based on 327 reviews

    Review summary

    • Guide
    • Transportation
    • Value for money
    • Safety
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    Shannon was our guide for the tour and delivered a really fun, interactive tour as well as some interesting additional history facts about Chicago. If you are tall though the bus seats are a little cramped for legroom (I'm 6'3" and knees were in the seat in front). That being said, you do get out the bus on several occasions and it's a good idea to book in advance as it was a full tour around (2pm). All in all a great 90 minutes thank you!

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    October 6, 2019

    Great presenter.... I thoroughly enjoyed it!

    Our docent was very talented in her presentation and knowledgable about Chicago’s corrupt past. She told us everything, starting with Streeterville and moving into the Northside and Southside Gangs and the creation of the FBI. We got to stand in areas where John Dillinger walked and died and visit buildings where the Southside Gang (led by Frank Nitti) planned its criminal activities throughout the city. It was a fascinating presentation... I’d certainly take this tour again.

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    July 15, 2019

    Good, but not a must see

    Super guide (good humor), but it is a lot of busdriving for just a few spots. That's not the fault of the tour - it's just that the spots are far away from each other. Chicago is a big city. So with the knowledge from now, I wouldn't do the tour again, but my wife would. Maybe if the monitor had worked in the bus to underline the information provided by the guide with images, I would have come to an other decision for myself.

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    July 14, 2019

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    Product ID: 40483