Chicago Crime and Mob Bus Tour

1529 Ratings
  • Live Guide
  • Instant Confirmation
  • E-Ticket

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more. Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc. Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.

Itinerary Details

This is a typical itinerary for this product

Stop At: Water Tower Place

Meet your guide across from the Water Tower Place shopping mall in Chicago’s Near North Side at your selected time. Hop aboard a luxury climate-controlled coach and begin your 1.5-2 hour tour of the history of Chicago crime, from 19th century to today.

Duration: 5 minutes

Pass By: Museum of Contemporary Art

Drive by the Museum of Contemporary Art.

Stop At: The Magnificent Mile

See the Magnificent Mile.

Duration: 5 minutes

Pass By: John Hancock Center

One of the tallest buildings in the city and home of a beautiful observation deck.

Pass By: North Avenue Beach

Drive by on tour bus.

Stop At: Biograph Theatre

Stake out crime scenes including the Biograph Theatre.

Duration: 10 minutes

Pass By: Oz Park

Drive by en route to the St. Valentines Day Massacre.

Stop At:

Go inside to see Nitti's vault, a mob museum, and historic bootlegging tunnels.

Duration: 10 minutes

Pass By: Lincoln Park

Drive through historic and beautiful Lincoln Park and it's surrounding neighborhood on the tour route.

Stop At: Marina City

Hear fascinating stories about Al Capone, The Untouchables, the Chicago Mob, John Dillinger, ‘Terrible’ Tommy O'Conner, Leopold and Loeb and ‘Cap’ George Streeter, all who made their notorious criminal mark on Chicago. Grab your camera for a ‘drive-by shooting’ of the historic criminal courthouse, an architectural landmark where some of Chicago's most famous cases were tried.

Duration: 5 minutes

Stop At: Holy Name Cathedral

Pass by the Holy Name Cathedral, and see the site of the 1929 St Valentine's Day Massacre, one of Chicago's most notorious murder scenes. This Prohibition-era conflict between two powerful Chicago gangs -- the South Side gang led by Al Capone and the North Side gang led by Bugs Moran -- ended in the brutal murder of seven Mob members. In addition to your comfortable, narrated drive through the city, you’ll also hop off the coach to visit some areas by foot for a more immersive experience. Your guide will offer in-depth narration as you follow the path that Chicago gangsters John Dillinger and Hymie Weiss walked right before their deaths. Hop back on the coach and return to the Near North Side to conclude your Chicago crime and gangsters tour.

Duration: 7 minutes

Stop At: Thirty Five E Wacker

The Jewelers Building and historic landmark building.

Duration: 5 minutes
This site uses cookies to improve your experience. By continuing to browse you agree to the use of cookies. Learn more in our Privacy Policy.