Step into the darker side of Chicago history on a fascinating Chicago gangsters tour through the city’s notorious South Loop. Once a notorious vice district during the 1920s and 1930s, this atmospheric neighbourhood was home to secret speakeasies, underground tunnels, bootleggers and some of America’s most infamous gangsters.

Join a knowledgeable historian guide and uncover the true stories behind Chicago’s gangster past. Walk through streets once frequented by notorious figures such as Al Capone, discovering the places where gangsters met, made deals and carried out their illegal business.

But Chicago’s history doesn’t end with the gangsters. Along the way, hear chilling stories of the ghosts and hauntings said to linger around the Chicago Riverwalk and Death Alley. Visit some of the city’s most famous haunted locations, including the historic Palmer House and Chicago Theatre, before finishing outside the Congress Hotel, regarded as one of Illinois’ most haunted places.

This Chicago gangsters and ghosts tour combines fascinating history, true crime and spooky stories, making it a memorable addition to any Chicago holiday.

Chicago Gangsters & Ghosts Tour Highlights

• Explore Chicago’s notorious South Loop
• Discover the city’s gangster history from the 1920s and 1930s
• Hear stories about Al Capone and other notorious Chicago gangsters
• Visit former speakeasy and bootlegging locations
• Discover Chicago’s most famous ghost stories and haunted locations
• Visit the historic Palmer House
• See the Chicago Theatre and Death Alley
• Finish near the famously haunted Congress Hotel
• Explore Chicago with a knowledgeable historian guide

What’s Included

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

Add This Sightseeing Excursion to Your Tailor-Made Holiday

Add this Chicago gangsters and ghosts tour to your tailor-made holiday for a fascinating glimpse into the city’s darker past. Combining Chicago history, gangster stories and haunted locations, it’s an entertaining way to experience a very different side of the Windy City.