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Gangsters and Ghosts Tour in Chicago

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    What to Expect
    This is a typical itinerary for this product

    Stop At: The Loop, 701 S State St, Chicago, IL 60605-2108

    The area most associated with gangster era crime and haunting is know as “The Loop”. This was the cities vice district during the roaring 20’s and 1930’s riddled with speakeasy saloons, secret underground tunnels used by bootleggers and the headquarters of famous gangsters such as Al Capone. The tour is about 1.5 miles long with frequents stops and a refreshment/restroom break.

    Duration: 1 hour

    Stop At: Millennium Park, 201 East Randolph Street, Chicago, IL 60601-6530

    Home to Cloud Gate and a famous Chicago landmark.

    Duration: 15 minutes

    Stop At: Palmer House Hilton Historic Lobby, 17 E Monroe St, Chicago, IL 60603-5608

    Stop for a break at the Palmer House Hotel, rumored to be haunted. The Palmer House Hotel is the oldest hotel in Chicago and considered the oldest continuously operating hotel in the USA.

    Duration: 20 minutes

    Stop At: Chicago Riverwalk, Chicago, IL 60601

    You'll walk along the Riverwalk during the tour, which is guided by a Historian. It is not theatrical, but rather the tales are told in a more “around the campfire” fashion. Spooky and verified ghost stories will be shared throughout the tour along with visiting the famous gangster hang outs.

    Duration: 15 minutes

    Pass By: Cloud Gate, 201 E. Randolph St. Millenium Park, Chicago, IL 60601-6530

    Will be seen on the tour - also known as "the bean!"

    Stop At: The Chicago Theatre, 175 N State St, Chicago, IL 60601-3623

    Stop for photos at this famous Chicago landmark!

    Duration: 15 minutes

    Stop At: The Congress Plaza Hotel & Convention Center, 520 S Michigan Ave, Chicago, IL 60605, USA

    Tour ends at the Congress hotel, named one of the most haunted places in the State of Illinois. Al Capone set up his headquarters here, and his ghost is most frequently seen near his old suite on the 8th floor.

    Duration: 15 minutes
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    Important Information
    Departure Point
    71 E Wacker Dr, Chicago, IL 60601, USA
    Return Details
    520 S Michigan Ave, Chicago, IL 60605, USA
    • Gratuities
    • Entry/Admission - The Chicago Theatre
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    Additional Info
    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Travelers should have a moderate physical fitness level
    • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
    • This tour/activity will have a maximum of 15 travelers
    Cancellation Policy
    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
    Traveller rating
    • 550
    • 67
    • 29
    • 7
    • 7
    Traveller type
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    • English
    Popular mentions
    Our tour guide Christian is from Chicago and very knowledgeable and entertaining. We learned a lot and really enjoyed ourselves! I highly recommend this tour!
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    Awesome time with Derek, super interesting and perfect mix of history and humor. Was longer than expected (in a good way) so definitely recommend being prepared for lots of walking and being dressed for the weather.
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    Adam Sherman was an amazing tour guide! He led the tour through a variety of different places that have a deep rooted history in Chicago crime, murder, ghost sightings, and mobster myths. It's both an outdoor and indoor tour with an opportunity to explore the Palmer Hotel and
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    An excellent tour containing so much more than what I expected! Derek did a great job with solid knowledge of Chicago's history and its profiles from the past. Combined with his wicked sense of humour this was by far my best experience of Chicago. I recommend everyone coming to
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    Me and my partner took this tour because we are huge fans of history tours and believe they are a great way of learning about the city. I have to say this tour went above and beyond our expectations. Not only did we learn about history and interesting facts, our guid recommended
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    Key Details
    • Duration: 2h
    • Mobile Ticket Accepted
    • Instant confirmation
    • Languages Offered: English
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