Chicago Crime and Mob Bus Tour

Overview

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.

City: Chicago

Thu 19 Jun

Other dates

You can choose the date already on the booking website

Starting at $49.00

Make a reservation

Thu 19 Jun

Starting at $49.00

Make a reservation

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What's Included

All inclusions are subject to availability.

Exclusive access to crime quiz

Spy of secret Prohibition Era tunnels

Photo opportunities off the bus at infamous crime scenes

Luxury temperature controlled coach bus

Storage for 1 foldable wheelchair or stroller

Mini mob museum

Additional Info

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Bus departs on time. Arrive at least 15 minutes early for check-in.
Guests may not join the tour after the bus departs. General seating is on a first-come first-served basis. Joint seating is not guaranteed.
No restroom breaks. Please go before checking in at the bus.
No eating or drinking on the bus.
There is no onsite office.
Bus is NOT equipped with an electronic lift. Tour includes steps and stairs.
Audio and video recording and services are not permitted without the express written consent of Chicago Crime Tours and Experiences.
Kindly refrain from talking or translating on the bus during the tour.

What To Expect

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.

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.

The Magnificent Mile

See the Magnificent Mile.

John Hancock Center

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

Abraham Lincoln Park

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

North Avenue Beach

Drive by on tour bus.

Biograph Theatre

Stake out crime scenes including the Biograph Theatre.

Oz Park

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

Chicago River

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

Thirty Five E Wacker

The Jewelers Building and historic landmark building.

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.

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.

Show 9 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (1000)

Lisa_S

Feb 2025

Learned so much information. The tour was interactive and fun. Tour guide Jay was informative and enthusiastic. Tour is a blast to the past.

Response from Host

Feb 2025

Lisa, Thank you very much for your thoughtful and kind review. We are so pleased that you had a fun and informative experience with Jay. This means the world to us! Wishing you a great 2025!

Laurentide1963

Feb 2025

Mike was amazing - very informative & animated and we even loved his corny jokes! Highly recommend this tour! Was great to answer our questions too!

Response from Host

Feb 2025

You made our day! Thank you for your awesome review and positive feedback about Mike and the tour. We are so happy that you had an informative, and entertaining experience, and that you appreciated Mike's sense of humor! Thanks again for spending time with us!

Gina_L

Feb 2025

Jay was a SUPER HOST on the MOB BOSS tour. Jay was extremely knowledgeable in terms of teaching us all about Mob history. The tour was very fun. I HIGHLY RECOMMEND

Response from Host

Feb 2025

Gina, We appreciate your 5 star rating and strong recommendation. This means a lot to Jay and the entire team. Wishing you more great adventures ahead. Once again, thank you for joining us and for sharing your experience.