What you'll do:

Explore Chicago’s notorious crime history and hear spine-chilling tales from expert guides about the ghosts that still haunt the streets. Visit landmarks like the Art Institute, Chicago Theater, Palmer House, and the Congress Hotel, Chicago’s most haunted. See the infamous site of gangland hits at Holy Name Cathedral.

Peek inside Frank Nitti’s secret vault at Harry Caray’s, and explore the Jeweler’s Building, once home to Al Capone’s speakeasy. Capture photos at the iconic Chicago Theater and discover the eerie history of Death Alley, the site of the deadliest building fire in U.S. history.

Book now for an unforgettable journey through Chicago’s thrilling and haunted past!

Why we love it for your party:

• Cruise through the vibrant Loop and River North on a luxe, guided bus tour—comfort and style all the way!
• Unveil the spooky secrets of the Congress Hotel, Chicago's most haunted hotspot—ghosts included!
• Get your culture fix with a visit to the iconic Art Institute of Chicago—where art comes alive (no ghosts, promise!)
• Snap a selfie at the legendary Chicago Theater and the stunning Palmer House—picture-perfect moments await!

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
• Sightseeing luxury minibus tour
• One stop at Harry Caray’s Italian Steakhouse
• Pick up and drop off at Palmer House

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