Chicago Crime and Mob Tour Adventure

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.

Meeting Point

163 E Pearson St

163 E Pearson St, Chicago, IL 60611, USA

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.

What's included:

• Exclusive access to crime quiz
• Photo opportunities off the bus at infamous crime scenes
• Luxury temperature controlled coach bus
• Live interactive tour guide
• Storage for Folding Wheelchairs & Strollers
• Historic video footage
• Stops on and off the bus
• Keepsake brochure with special offers

Not included:

• Gratuities
• No food & Drinks on board

What to expect:

Duration: between 1 hour, 30 minutes and 2 hours

Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals

163 E Pearson St, Chicago, IL 60611, USA

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.

5 minutes • Admission Ticket Included

Water Tower Place

835 N Michigan Ave, , Chicago, 60611-2203, Illinois

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.

5 minutes

Museum of Contemporary Art

220 E Chicago Ave, , Chicago, 60611-2644, Illinois

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.

Pass by without stopping

The Magnificent Mile

North Michigan Avenue, Chicago, 60611, Illinois

See the Magnificent Mile.

5 minutes

John Hancock Center

875 N Michigan Ave, Chicago, 60611-1803, Illinois

View the world famous John Hancock Center in the historic Streeterville neighborhood.

Pass by without stopping

Abraham Lincoln Park

500-5700 N Lake Shore Dr, , Chicago, 60614-4707, Illinois

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

Pass by without stopping

North Avenue Beach

1600 North Lake Shore Drive, , Chicago, 60611, Illinois

Drive by on tour bus.

Pass by without stopping

Biograph Theatre

2433 N Lincoln Ave, , Chicago, 60614-2414, Illinois

Stake out crime scenes including the Biograph Theatre.

10 minutes

Oz Park

2021 N Burling St, Chicago, 60614-4416, Illinois

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

Pass by without stopping

Chicago River

Chicago, Illinois

Enjoy breathtaking views of the Chicago River, skyline and historic speakeasy from the State Street Bridge.

5 minutes • Admission Ticket Included

Thirty Five E Wacker

35 E Wacker Dr, Pl # 260, Chicago, 60601-2314, Illinois

The Jewelers Building and historic landmark building.

5 minutes

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.

10 minutes

Holy Name Cathedral

735 North State Street, , Chicago, 60654-3835, Illinois

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.

7 minutes

Historic Water Tower

806 N Michigan Ave, Chicago, 60611-2103, Illinois

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.

Pass by without stopping