Chicago Gangsters and Ghosts Late Night Halloween Special

Uncover the chilling history of Chicago's gangsters and ghosts on this thrilling late-night Halloween walking tour. Delve into the dark secrets of the South Loop, once a vice district, as your historian guide shares captivating tales of Al Capone and the city’s infamous past. Explore haunted locations like the Palmer House and the Chicago Theatre, and hear eerie stories of spirits that linger in Death Alley and along the Chicago Riverwalk. This tour culminates at the Congress Hotel, renowned for its ghostly sightings, making it the perfect way to experience Chicago's haunted history at midnight. - Late-night Halloween walking tour through Chicago's South Loop, ending at midnight. - Hear true stories about notorious gangsters like Al Capone - Visit haunted spots including the Chicago Theatre and Palmer House - End your tour at the Congress Hotel, one of Illinois' most haunted locations

1. 1

   Chicago Riverwalk

   20 min

   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

2. 2

   The Chicago Theatre

   20 min

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

3. 3

   Palmer House Hilton Historic Lobby

   20 min

   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

4. 4

   Cloud Gate

   20 min

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

5. 5

   The Art Institute of Chicago

   20 min

   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.

6. 6

   Stop 6

   20 min

   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

• Specialized infant seats are available
• Service animals allowed
• Public transportation options are available nearby
• Infants and small children can ride in a pram or stroller
• All areas and surfaces are wheelchair accessible
• Transportation options are wheelchair accessible

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