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. 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.

City: Chicago

Sun 17 Nov

Other dates

You can choose the date already on the booking website

Starting at $46.00

Make a reservation

Sun 17 Nov

Starting at $46.00

Make a reservation

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What's Included

Exclusive access to crime quiz

Photo opportunities off the bus at infamous crime scenes

Luxury temperature controlled coach bus

Historic video footage

Live commentary on board

Professional tour guide and chauffeur

Keepsake brochure with special offers

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.
Please advise at the time of booking if wheelchair assistance is required in the Special Requirements field. Bus is able to hold collapsible wheelchairs, but it is NOT equipped with an electronic lift.

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.

The Magnificent Mile

See the Magnificent Mile.

John Hancock Center

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

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.

Lincoln Park

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

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.

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.

Thirty Five E Wacker

The Jewelers Building and historic landmark building.

Show 8 more stops

Cancellation Policy

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

Traveler Photos

Reviews (1000)

savonnem348

Apr 2021

My family and I had a great time. Mike our tour guide was the best! He was very entertaining and knowledgeable. The bus was extremely clean and comfortable.

Response from Host

Apr 2021

Hi Savonne! Thank you for taking time with your family to join us! We are happy to learn that you had a great time with Mike and found the experience to be entertaining and informative. Thank you also for letting us know that the bus was clean and comfortable. We hope to see you and your family next time you're in the Windy City!

567tawnal

Apr 2021

Bus was super comfortable and the short videos shared really added to the experience. Mike was very knowledgeable and super entertaining! The combination of history and cheesy jokes made for a great trip that entertained not only me but my 12 year old son as well.

Response from Host

Apr 2021

Thank you for your positive feedback about the tour guide, Mike, and the bus! We are so happy that you and your son had a great trip with us! Glad you liked the cheese!

Shannon C

Apr 2021

Enjoyed the history lesson with a little humor. Jay had lots of energy. Sad she had to remind folks frequently to mask up. 😷🙄

Response from Host

Apr 2021

Thank you for taking the time to share your fun experience and positive feedback about the crime history and your tour guide, Jay. Yes, we take safety protocols seriously and require guests to mask up throughout the entire experience. Thank you again for joining us!