Chicago Trip 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.
Additional Info
Duration: 3 hours
Starts: Chicago, United States
Trip Category: Private & Custom Tours >> Private Sightseeing Tours
Explore Chicago Promoted Experiences
What to Expect When Visiting Chicago, Illinois, United States
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
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.
