Chicago: Gangsters & Ghosts Guided Walking Tour

About this experience

Chicago Gangsters & Ghosts Guided Walking Tour Step into Chicago's shadowy past with this guided walking tour through The Loop, where notorious gangsters and ghostly legends collide. Over two hours, you'll follow in the footsteps of Al Capone and John Dillinger whilst uncovering the paranormal secrets that haunt the city's most historic buildings. Your knowledgeable historian guide brings the Prohibition Era to life, revealing how speakeasies, underground tunnels, and criminal conspiracies shaped modern Chicago. This Chicago tour takes you beyond the typical tourist trail to explore sites where major crimes unfolded and spirits reportedly still linger. Visit the Congress Plaza Hotel, known as one of America's most haunted hotels, and The Palmer House, where ghostly encounters have been reported for decades. You'll discover the secret spots gangsters used to evade justice and hear chilling tales of unexplained occurrences that continue to perplex visitors and locals alike. What is Included 2-hour guided walking tour through Chicago's Loop district Expert historian guide with engaging storytelling Access to historic hotel lobbies and corridors True crime stories from the 1920s and 1930s Ghost stories and paranormal legends Planned refreshment and restroom breaks Good to Know The tour lasts approximately 2 hours and covers about 1.5 miles with frequent stops for rest. It's designed to be family-friendly and suitable for all ages, balancing historical facts with entertaining stories without being too intense for younger guests. Wear comfortable walking shoes and dress appropriately for the weather. Bring water if you prefer, though refreshment breaks are built into the route. For more Chicago adventures, consider exploring the city's architectural marvels with an architecture boat tour along the Chicago River. If you're drawn to the city's musical heritage, the Chicago blues and jazz walking tour offers another fascinating glimpse into the city's cultural past.

Highlights

• Two-hour guided walking tour through The Loop district
• Follow the stories of Al Capone and John Dillinger
• Historian guide covers the Prohibition Era in depth
• Discover speakeasies, tunnels, and criminal conspiracies
• Uncover paranormal legends tied to historic buildings
• Combines gangster history and ghost lore in one tour

Before you go

Wear comfortable walking shoes; the route covers 1.5 miles Tour operates rain or shine, so dress appropriately No wheelchair access Bring water for your comfort during the tour ID may be required for entry into certain locations

Cancellation terms

Cancel for free until 24 hours before your visit date and get a full refund. Rescheduling is possible until 24 hours before your visit.