Private Al Capone Gangster Tour in Chicago

6 Ratings
  • Live Guide
  • Instant Confirmation
  • Pickup Service
  • Private Tour
  • E-Ticket
  • 3 hr

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.

Itinerary Details

Operated by: Chicago Tours

This is a typical itinerary for this product

Stop At: 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.

Duration: 30 minutes

Stop At: 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.

Duration: 30 minutes

Stop At: Green Mill

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

Duration: 15 minutes

Stop At: Biograph Theatre

Visit the location where John Dillinger was shot.

Duration: 15 minutes

Stop At: 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.

Duration: 15 minutes

Stop At: Millennium Park

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

Duration: 15 minutes

Stop At: Skydeck Chicago - Willis Tower

View the tallest building in the Western Hemisphere.
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