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Chicago Gangsters Tour - Colorful History and Dark Past

New To The Site! Chicago, USA

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2 hours (approx.)
Mobile ticket
Instant confirmation

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.

What's Included

  • All fees and taxes
  • Ghost stories and spooky haunted sites
  • Iconic views of Chicago
  • Gratuities
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Meeting Location

Meeting point

East Pearson Street
Chicago, IL 60611, USA

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

End point

This activity ends back at the meeting point.

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What To Expect

Downtown / The Loop

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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50 minutes • Admission Ticket Free

Millennium Park

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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15 minutes • Admission Ticket Free

Palmer House Hilton Historic Lobby

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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15 minutes • Admission Ticket Free

Chicago Riverwalk

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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15 minutes • Admission Ticket Free

Cloud Gate (Pass By)

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

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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10 minutes • Admission Ticket Free

The Congress Plaza Hotel & Convention Center

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.
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10 minutes • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Chicago Gangsters Tour – Colorful History and Dark Past?

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 (CDT). Read more Apr 2025

Cancellation Policy

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

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Activity code: C-11498P362


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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • 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

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness

Report Product Issue

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Cancellation Policy

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free cancellation
100% refund
No refund

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 (CDT).

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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