• Chicago Riverwalk - As the journey continues along the historic Chicago Riverwalk, observe the dark waters that conceal some of the city’s most intriguing secrets. In the vibrant 1920s, this waterfront was central to Al Capone’s bootlegging operations.
• The Chicago Theatre - Capture a photo beneath one of the United States’ most iconic landmarks—the illuminated, six-story “CHICAGO” marquee.
• Palmer House Hilton Historic Lobby - Enter the stunning, gold-leafed lobby of the Palmer House, a marvel of Gilded Age luxury. Although it resembles a royal palace today, this historic hotel has a storied and legendary past.
• Cloud Gate - Stand under the shining, liquid-mercury surface of Cloud Gate—Chicago’s iconic centerpiece sculpture.
• The Art Institute of Chicago - Flanked by its two renowned bronze lions, The Art Institute of Chicago is celebrated worldwide for its masterpieces, yet it also harbors a few ghostly secrets.
• The Congress Plaza Hotel & Convention Center - Brace yourself as you approach the grand facade of the Congress Plaza Hotel, famously regarded as one of the most haunted buildings in Illinois. During Prohibition’s peak, infamous mob boss Al Capone nearly made this hotel his base of operations.

• Guided walking tour
• Historian guide
• Visits inside the Palmer House

• Gratuities

Experience the original and highly acclaimed Gangsters and Ghosts tour! Listen to captivating stories of the ghosts and gangsters that linger in the city. Join a historian guide to explore the Chicago South Loop district, revealing the numerous secrets hidden around every corner.

Wander through Chicago’s infamous South Loop, once a vice district in the 1920s and 30s. Meander through this now upscale area, which was formerly the site of underground speakeasies, secret passageways, and bootleggers.

Learn about the true tales of Chicago’s violent history and the gangsters who wreaked havoc in the city. Visit locations where infamous figures like Al Capone used to socialize, negotiate, and conduct their “business.”

Uncover the myths of the ghosts said to haunt the Chicago Riverwalk and the ominously named Death Alley. Pause at haunted sites such as Palmer House and the Chicago Theatre, concluding the tour outside the Congress Hotel, one of Illinois’ most haunted locations.

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