What you'll do:

Grab your crew for a wild ride through Chicago’s dark history! Hop on a fun minibus tour and hear spine-tingling tales of notorious gangsters and eerie spirits that still haunt the city. Visit iconic spots like the Chicago Theater, Palmer House, and the haunted Congress Hotel, plus see where gangland hits went down at Holy Name Cathedral. Get an inside look at Frank Nitti’s secret vault and Al Capone’s old speakeasy, then snap pics at the famous Chicago Theater and Death Alley—the site of America’s deadliest fire. Top it off with a relaxing riverboat cruise along the Chicago River, taking in the stunning skyline and city sights. Perfect for party groups looking for thrills, chills, and a whole lot of fun! Book now for an unforgettable Chicago adventure!

Why we love it for your party:

Cruise through Chicago’s Loop and River North on a luxe guided bus tour—sit back, relax, and let the adventure begin!
Hop on a riverboat and glide along the iconic Chicago River—get up close to the stunning skyline and soak in the views!
Uncover spine-chilling stories at the Congress Hotel, Chicago’s most haunted spot—if you dare!
Step into history at the Art Institute of Chicago, one of the last remaining gems from the 1893 World’s Fair—art, architecture, and wow moments!
Snap the perfect group photo at the legendary Chicago Theater and the haunted Palmer House—these iconic spots are Instagram gold!

About this experience partner:

Embark on our customized, history-packed gangster tour, where the past comes to life in thrilling detail. Dive deep into the stories behind Chicago’s most infamous murders as we guide you through modern-day crime scene locations that still echo the drama of their violent past. Along the way, explore haunted sites that remain popular for renowned actors and history enthusiasts alike. This isn’t just a tour—it’s an unforgettable journey into the heart of Chicago’s notorious underworld.

Additional information:

Includes:

Expert guide
Gangsters and Ghosts luxury minibus tour
One stop at Harry Caray’s Italian Steakhouse
Bus pick up at Palmer House
Drop off at the Riverboat Cruise

Tour Itinerary:

Holy Name Cathedral
Harry Caray’s Italian Steakhouse
Chicago River
The Chicago Theatre
West Couch Place (Death Alley)
The Art Institute of Chicago
The Congress Plaza Hotel & Convention Center
Jewelers Building

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