What You Will Do
Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. Hear 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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Itinerary
Meeting Point
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.
1
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
15 minutes
This world famous tour starts and ends OUTSIDE 163 E. Pearson Street (SE side of Michigan Avenue and Pearson Street). Learn about the history of leading gangster and mobster figures like Al Capone, John Dillinger, Frank Nitti, Dean O'Banion, and Bugs Moran. You'll see famous gangster shootout sites like the St. Valentine's Day Massacre, the handshake murder, and 'The Enforcers'' safe and tunnels. You will be led by a local, informative guide and guests are able to get off the bus and explore these historic crime scenes.
2
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.
3
Museum of Contemporary Art
Drive by the Museum of Contemporary Art, a world class institution that offers a rich experience during a visit to Chicago. Just steps from the start and end of the tour, a great opportunity to explore modern art.
4
The Magnificent Mile
See the Magnificent Mile.
5
John Hancock Center
View the world famous John Hancock Center in the historic Streeterville neighborhood.
6
Lincoln Park
Drive through historic and beautiful Lincoln Park and it's surrounding neighborhood on the tour route.
7
North Avenue Beach
Drive by on tour bus.
8
Biograph Theatre
10 minutes
Stake out crime scenes including the Biograph Theatre.
9
Oz Park
Drive by en route to the St. Valentines Day Massacre.
10
Chicago River
5 minutes
Enjoy breathtaking views of the Chicago River, skyline and historic speakeasy from the State Street Bridge.
11
Thirty Five E Wacker
5 minutes
The Jewelers Building and historic landmark building.
12
Harry Caray's Italian Steakhouse
10 minutes
Go inside to see Nitti's vault, a mob museum, and historic bootlegging tunnels.
13
Holy Name Cathedral
7 minutes
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.
14
Historic Water Tower
Conclude the tour across the street from the Historic Water Tower, one of the few surviving structures from the Great Chicago Fire of 1871. This iconic building is often open to the public before or after the tour.
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