Private Al Capone Gangster Tour in Chicago

  • Refundable
  • Printed Voucher/E-Voucher
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Activity Highlights
This is a typical itinerary for this product

Stop At: The Loop, 701 S State St, Chicago, IL 60605-2108

View Crime scenes immortalized in vintage news footage; the theater where the law caught up with Dillinger, the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy Guns, and the site of the infamous St. Valentine’s Day Massacre.

Duration: 30 minutes

Stop At: 2045 N Lincoln Park W, Chicago, IL 60614-4707

Amazing stories of True Crime come to life on this tour. Guests will also have the unique experience of getting to visit many of the old venues that these gangsters used to operate out of. Including old speakeasies and historic hotels. The Chicago Crime and Gangster Tour includes your expert historian Guide and chauffeured Luxury transportation for a 3-hour minimum but the length of the experience can easily be extended at the client’s request.

Duration: 30 minutes

Stop At: Green Mill, 4802 N Broadway St, Chicago, IL 60640-3667

Sit in Al Capone's booth at the Green Mill.

Duration: 15 minutes

Stop At: Biograph Theatre, 2433 N Lincoln Ave, Chicago, IL 60614-2414

Visit the location where John Dillinger was shot.

Duration: 15 minutes

Stop At: Holy Name Cathedral, 735 North State Street, Chicago, IL 60654-3835

Holy Name Cathedral is part of Chicago's notorious past. Legend says the hole in the exterior cornerstone stems from the 1926 murder of O'Banion protégé Earl "Little Hymie" Weiss on the church's steps. To this day, some newlyweds place their finger in the hole for good luck.

Duration: 15 minutes

Stop At: Millennium Park, 201 East Randolph Street, Chicago, IL 60601-6530

Take a photo with Cloud Gate, aka "The Bean!"

Duration: 15 minutes

Stop At: Skydeck Chicago - Willis Tower, 233 S Wacker Drive entrance on Jackson Blvd (south side of building), Chicago, IL 60606-7147

View the tallest building in the Western Hemisphere.

Activity Details
Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that makes all of the infamous stops for our patrons. 

Visit the old stomping grounds of:
• Al Capone
• John Dillinger
• The Untouchables

View crime scenes immortalized in vintage news footage, the theater where the law caught up with Dillinger, the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy Guns, and the site of the St. Valentine’s Day Massacre.

We bring Chicago’s true crime past to life before your very eyes.
Departure & Return
Departure PointTraveler pickup is offered We can pick you up and drop you off anywhere in the Chicagoland area. Please note desired pick up point when booking.
What's Included
  • Hotel pickup and drop-off
  • Transport by private vehicle
  • Gratuities
  • Entry/Admission - Skydeck Chicago - Willis Tower
Additional Information
  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • The lux minivan can take between 13 to 28 people
  • Stroller accessible
  • Near public transportation
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
  • Face masks required for guides in public areas
  • Social distancing enforced throughout experience
  • Regular temperature checks for staff
  • Contactless payments for gratuities and add-ons
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveler Reviews

Average based on 2 reviews.

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  • Great way to start our time in Chicago.
    Luxury vehicle and helpful driver with a very informative guide. Thanks

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$330 USD
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Adult(s) upto 9 passengers
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