Overview
Fell the tug of history and dive into the breathtaking events of the past. On this intriguing and unusual tour, you will explore another side of famous locations and get acquainted with haunted places filled with a spirit of gangsters and speakeasies of the roaring 20s.
Hear the captivating stories of Chicago’s past and feel the curiosity level rising as you immerse yourself into those times.
Discover the dark and mysterious history of the Chicago downtown
Be entertained by the expert local guide who knows the true history of the city
Get to know what lies beyond the famous Chicago facades and what is hidden from the mainstream tours
Visit the most impressive and exciting sites.
- Recommended by 98% of travelers
- Badge of Excellence
- Free cancellation up to 24 hours before
- Mobile ticket
What's included
All fees and taxes
Ghost stories and spooky haunted sites
Iconic views of Chicago
Tales behind Chicago’s gangster past
Historian local guide with expert knowledge
Gratuities
Meeting and pickup
Travelers meet at the meeting point.
Meeting point
Meet the guide under the "Hoyt's" sign in front of Hoyt's Restaurant at The Wyndham Grand Riverfront Hotel
End point
Finish the tour at the Congress hotel, named one of the most haunted places in the State of Illinois
What to expect
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Downtown / The Loop
50 min
Explore the famous neighborhood from a different perspective. Get to know the gangster tales and listen to the facts about the infamous crimes, which took place there. Follow the traces of Al Capone and other criminals who operated during the 1920s-1930s. Learn everything about Chicago underground as you wander around the district.
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Millennium Park
15 min
Visit Millennium Park, one of the principal attractions of Chicago with a lot of landmarks and fascinating art objects, including the famous Cloud Gate. Learn some surprising facts about the place and its history.
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Palmer House Hilton Historic Lobby
15 min
Get inside the oldest hotel in the Windy City. Its history won’t leave anyone indifferent. Hear the tales and legends of the place as you admire its interiors and get ready to see some ghosts since it is considered to be haunted.
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Chicago Riverwalk
15 min
Stroll along the Riverwalk, listening to the vivid tales of your history guide. Imagine yourself traveling to the past, walking among the buildings which remember those events. Feel the atmosphere and be comforted by your safe and interesting adventure.
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Cloud Gate
15 min
Take some pictures with “the Bean”, an iconic landmark situated in Millennium Park. Marvel at the Chicago cityscape reflections
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The Chicago Theatre
10 min
Discover the legendary Chicago Theatre and its splendid marquee, which is considered an unofficial emblem of the city. You may recognize it from different movies, artworks, and images.
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The Congress Plaza Hotel & Convention Center
10 min
Finish your itinerary at the Congress Plaza Hotel, which is thought to the most haunted site in the whole state. Al Capone himself was reported to be seen here many times on the 8th floor. Get inside and maybe you will have a chance to see him with your own eyes.
Cancellation Policy
For a full refund, cancel at least 24 hours before the start time.
Times are local to the experience (America/Chicago).
Additional Information
- Travelers should have at least a moderate level of physical fitness
- Mobile or paper ticket accepted
- Up to 15 travelers per booking
FAQs about Chicago Gangsters Tour - Colorful History and Dark Past
Can I cancel Chicago Gangsters Tour - Colorful History and Dark Past for free?
Yes. For a full refund, cancel at least 24 hours before the start time.
How long does it take?
It takes about 2 hours.
Where does it start?
Meet the guide under the "Hoyt's" sign in front of Hoyt's Restaurant at The Wyndham Grand Riverfront Hotel
What's included?
- Ghost stories and spooky haunted sites
- Iconic views of Chicago
- Tales behind Chicago’s gangster past
- Historian local guide with expert knowledge
What's not included?
- Gratuities
Which places does it visit?
It visits Downtown / The Loop, Millennium Park, Palmer House Hilton Historic Lobby, Chicago Riverwalk, Cloud Gate, The Chicago Theatre, The Congress Plaza Hotel & Convention Center.
Which languages is it offered in?
It is offered in English.
What fitness level is needed?
Travelers should have at least a moderate level of physical fitness.
Operated by Friendly Local Guides
