Chicago Trip Overview
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.
Additional Info
Duration: 1 hour 30 minutes
Starts: Chicago, United States
Trip Category: Cultural & Theme Tours >> Historical & Heritage Tours
Explore Chicago Promoted Experiences
What to Expect When Visiting Chicago, Illinois, United States
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
This is a typical itinerary for this product
Stop At: Water Tower Place, 835 N Michigan Ave, Chicago, IL 60611-2203
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, 220 E Chicago Ave, Chicago, IL 60611-2644
Drive by the Museum of Contemporary Art.
Stop At: The Magnificent Mile, North Michigan Avenue, Chicago, IL 60611
See the Magnificent Mile.
Duration: 5 minutes
Pass By: John Hancock Center, 875 N Michigan Ave, Chicago, IL 60611-1803
One of the tallest buildings in the city and home of a beautiful observation deck.
Pass By: North Avenue Beach, 1600 North Lake Shore Drive, Chicago, IL 60613
Drive by on tour bus.
Stop At: Biograph Theatre, 2433 N Lincoln Ave, Chicago, IL 60614-2414
Stake out crime scenes including the Biograph Theatre.
Duration: 10 minutes
Pass By: Oz Park, 2021 N Burling St, Chicago, IL 60614-4416
Drive by en route to the St. Valentines Day Massacre.
Stop At: Harry Caray’s Italian Steakhouse, 33 W Kinzie St, Chicago, IL 60654, USA
Go inside to see Nitti’s vault, a mob museum, and historic bootlegging tunnels.
Duration: 10 minutes
Pass By: 2045 N Lincoln Park W, Chicago, IL 60614-4707
Drive through historic and beautiful Lincoln Park and it’s surrounding neighborhood on the tour route.
Stop At: Marina City, 300 N State St, Chicago, IL 60654-5414
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, 735 North State Street, Chicago, IL 60654-3835
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, 35 E Wacker Dr Pl # 260, Chicago, IL 60601-2314
The Jewelers Building and historic landmark building.
Duration: 5 minutes