Chicago Gangsters and Ghosts Walking Tour

2 hours (approximately)
Offered in: English

Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your historian guide, uncovering the many mysteries hidden behind every turn.

Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through his now upmarket area of the city which was once home to underground speakeasies, secret tunnels, and bootleggers.

Hear the true stories of Chicago's bloody past and the gangsters who caused havoc in the city. See the places notorious figures such as Al Capone used to party, make deals, and carry out "business". You will also enjoy a short rest stop at a famous former gangster hangout.

Discover the legends of the ghosts that are said to lure along the Chicago Riverwalk and the aptly named Death Alley. Stop at haunted locations including Palmer House, and the Chicago Theatre, before finishing with a visit to the Congress Hotel, one of the most haunted places in Illinois.

What's Included

Visits inside the Palmer House
Guided walking tour
Historian guide
Gratuities

Meeting and pickup

Meeting point

Please meet your guide outside "Hoyt's Tavern" 15 minutes before the start time.

End point
The Congress Plaza Hotel & Convention Center

Itinerary

Duration: 2 hours (approximately)
  • 1
    Chicago Riverwalk

    As we cruise along the historic Chicago Riverwalk, look down at the dark waters that hold some of the city's deepest secrets. During the roaring 1920s, this waterfront was the lifeblood of Al Capone’s bootlegging empire

    20 minutes Admission ticket free
  • 2
    The Chicago Theatre

    Snap a photo under one of the most iconic landmarks in the United States—the glowing, six-story-high "CHICAGO" marquee

    20 minutes Admission ticket free
  • 3
    Palmer House Hilton Historic Lobby

    step inside the breathtaking, gold-leafed lobby of the Palmer House, a masterpiece of Gilded Age opulence. While it looks like a royal palace today, this historic hotel holds a dark and legendary past

    20 minutes Admission ticket free
  • 4
    Cloud Gate

    Stand beneath the gleaming, liquid-mercury surface of Cloud Gate—Chicago’s iconic center piecing sculpture

    20 minutes Admission ticket free
  • 5
    The Art Institute of Chicago

    Guarded by its two famous bronze lions, The Art Institute of Chicago is world-renowned for its masterpieces—but it also holds a few spectral secrets.

    20 minutes Admission ticket free
  • 6
    The Congress Plaza Hotel & Convention Center

    Prepare yourself as we approach the imposing facade of the Congress Plaza Hotel, widely known as one of the most haunted buildings in Illinois. During the height of Prohibition, notorious mob boss Al Capone practically made this hotel his headquarters

    20 minutes Admission ticket free

Additional info

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Transportation options are wheelchair accessible
Supplied by Empire Tours - Chicago
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Tags

Private and Luxury
Historical Tours
Walking Tours
Ghost Tours
Crime Tours
Short term availability

Cancellation Policy

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

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