You booked this experience
Make your trip unforgettable

Chicago's Original Gangster Tour by Bus

184 Reviews 4.67 out of 5 stars Based on 184 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 92% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Chicago, USA
Don't miss out!
On average, this is booked 17 (7.92) days in advance.

1 hour 45 minutes (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of Capone, Moran, Dillinger and the rest of the boys! Some sites included are: the St. Valentine's Day Massacre, the Biograph Theater, and Holy Name Cathedral. The tour is educational but also very entertaining because our Gangster Guides are actors. Our Untouchable Tour Gangster Guides take on the persona of a gangster and have fun with it.

Reservations are strongly recommended.

What's Included

  • Raffles and Prizes

    Meeting Location

    Meeting point

    600 North Clark Street
    Chicago, IL 60654, USA

    Show on Google Maps

    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    This activity ends back at the meeting point.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
    Read more

    Safe & secure Easy breezy Hassle‑free

    Biograph Theatre (pass by)

    See the site where John Dillinger was killed.
    Read more

    Holy Name Cathedral

    See the famous cathedral where Dean O'Banion used to be a choir boy as a child. As an adult, his North Side Gang, owned a flower shop across the street named Schofield's which handled all of the flowers for the mob funerals. In 1924, O'Banion was killed in his flower shop.
    Read more

    10 minutes Admission Ticket Free

    Show 1 more stop

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • This tour/activity will have a maximum of 10 travelers

    Frequently Asked Questions (7)

    Q: What is the cancellation policy for the Chicago’s Original Gangster Tour by Bus?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-68189P1

    Traveler Photos

    Reviews

    4.67
    184 reviews

    Average 4.67 out of 5 stars based on 184 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    152
    4 stars
    17
    3 stars
    8
    2 stars
    1
    1 star
    6
    Don't miss out!
    On average, this is booked 17 (7.92) days in advance.

    Similar Tours & Activities

    Chicago Pizza Tour

    Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the …More

    Likely to Sell Out
    Likely to Sell Out
    4.9 (489)

    Chicago Pizza Tour

    4.9 (489)

    Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the...

    3 hours 30 minutes Free Cancellation
    4.9 (489)
    from
    $89

    Chicago's Fireworks Show aboard Tall Ship Windy!

    Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in …More

    Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in...

    1 hour 30 minutes
    4.8 (24)
    from
    $114

    Chicago's Chinatown Food and Walking Tour

    Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked …More

    Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked...

    3 hours Free Cancellation
    4.9 (854)
    from
    $80

    Chicago Seadog River & Lake Architectural Tour

    Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Sail through …More

    Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Sail through...

    1 hour 15 minutes Free Cancellation
    4.6 (302)
    from
    $43

    Travelers Who Bought This Tour Also Bought

    Chicago River 90 Minute Architecture Tour

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to …More

    Likely to Sell Out
    Likely to Sell Out

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...

    1 hour 30 minutes Free Cancellation
    4.8 (11,096)
    from
    $45

    Chicago Lake and River Architecture Tour

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More

    Likely to Sell Out
    Likely to Sell Out

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...

    1 hour 30 minutes Free Cancellation
    4.8 (2,424)
    from
    $45

    Chicago Crime and Mob Bus Tour

    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. …More

    Likely to Sell Out
    Likely to Sell Out
    4.6 (3,572)

    Chicago Crime and Mob Bus Tour

    4.6 (3,572)

    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....

    90 to 120 minutes Free Cancellation
    4.6 (3,572)
    from
    $49

    Chicago River 45-Minute Architecture Tour from Magnificent Mile

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich …More

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...

    45 minutes Free Cancellation
    4.8 (3,597)
    from
    $28

    What's Included

    Activity name

    • Raffles and Prizes

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • This tour/activity will have a maximum of 10 travelers

    Report Product Issue

    Activity name