Private Al Capone Gangster Tour in Chicago

Overview

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.

City: Chicago

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $880.00

Make a reservation

Sun 23 Feb

Starting at $880.00

Make a reservation

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What's Included

Hotel pickup and drop-off

Transport by private vehicle

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
The lux minivan can take between 13 to 28 people
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

What To Expect

The Loop

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.

Lincoln Park

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.

Green Mill

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

Biograph Theatre

Visit the location where John Dillinger was shot.

Holy Name Cathedral

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.

Millennium Park

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

Skydeck Chicago - Willis Tower

View the tallest building in the Western Hemisphere.

Show 4 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (5)

Nathan_P

Jun 2022

Very fun. Was already a big history buff but still learned alot from Lizzy are guide and our driver was great to.

Allen_p

May 2022

rxp naive but hoped it’d be worth it. tour guide was a no show and thankfully viator has initiated a refund. ghosts and gangsters never responded to any of the app texts i sent and they hung up on me when i called

Cecily_R

Jul 2021

Steve was a great guide. He allowed us to make the tour our own and went off the path to show us cool things based on our questions. We learned things about the early gangsters and some things about Chicago, it's buildings and neighborhoods. We wouldn't have seen or known these things if we were left to explore on our own in the few days we had here. He took pictures of our group for us and showed us some great spots for photos.. Overall very informative and casual. Our driver was great as well. Courteous and a gentleman who kept us safe in the traffic.