Share this tour
Offered languages
- English
Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer House, where Al Capone once mingled, and pass the Congress Hotel, rumored to be haunted by ghostly figures. Drive through Grant Park to learn about H.H. Holmes and the chilling Iroquois Theatre Fire. At each stop, delve into gripping tales of rivalries, secret doors, and tragic events that shaped Chicago's past. This tour is perfect for history buffs and those intrigued by the darker side of the city.
- Explore key sites linked to Al Capone and Chicago's gangland history
- Discover chilling tales of hauntings, Death Alley, and the tragic Iroquois Theatre Fire
- Enjoy stops at iconic locations like the Holy Name Cathedral and Grant Park
- Engage in a unique paranormal photo opportunity by the Chicago River
What's Included
Meeting and pickup
Your tour guide will be waiting for you outside the Palmer House Hotel, 124 S Wabash Ave, ready to check you in! Please arrive 1 5 minutes before the tour departure, the bus will leave promptly.
Itinerary
-
1Palmer House Hilton Historic Lobby
Start the tour outside Chicago’s legendary Palmer House, where Gilded Age luxury met the Underworld. You'll learn about how notorious mob boss Al Capone frequented the glamorous Empire Ballroom, using it as his personal speakeasy playground.
5 minutes • Admission ticket free -
2The Congress Plaza Hotel & Convention Center
Stop outside one of America's most haunted hotels, where Al Capone managed his criminal empire from an 8th-floor suite. Hear legendary ghost stories and the mysterious shadows said to haunt the hallways.
10 minutes • Admission ticket free -
Grant Park (Pass by)
As we cruise through scenic Grant Park, look beyond the lake views to uncover Chicago’s darkest era. Learn how the 1893 World’s Fair brought millions to the city, and directly into the trap of H.H. Holmes, America’s first document serial killer.
Admission ticket free -
3Chase Tower
Right in the heart of the Loop, we pause at the site of one of the Mob’s boldest daylight hits. Hear the jaw-dropping story of the Tony Lombardo assassination right on the busy city streets.
5 minutes • Admission ticket free -
4James M. Nederlander Theatre
Pause outside the deadliest single-building fire in U.S. history: the 1903 Iroquois Theatre tragedy. Learn about the notorious rear alleyway known ever since as "Death Alley."
10 minutes • Admission ticket free -
(Pass by)
Cross the LaSalle Street Bridge over the Chicago River and revisit the tragic morning of July 24, 1915. Learn about Chicago's worst maritime disaster and the spirits that are still known to haunt the waters.
Admission ticket free -
5Harry Caray's Italian Steakhouse
Step straight into true mob history! Harry Caray’s building was once owned by Frank Nitti, Al Capone’s notorious enforcer known as "The Enforcer." Head inside and view the hidden underground tunnel and secret vault uncovered beneath the building.
15 minutes • Admission ticket free -
6Holy Name Cathedral
Step off the bus in River North to examine real history carved into stone. Inspect the actual bullet scars left on the cornerstone of Holy Name Cathedral from a gangland hit.
5 minutes • Admission ticket free -
7Chicago Riverwalk
Step out along the Chicago River for photos and active ghost hunting! Capture views while learning how the river played a deadly role in the Great Chicago Fire of 1871.
10 minutes • Admission ticket free
Additional info
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- Infants (0-3 years old) travel for free and do not require a ticket. They must travel on a parent/guardian's lap, and will not be allocated an individual seat.
Tags
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cancellation Policy
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
Rating
You can cancel up to 24 hours in advance of the experience for a full refund.
Your guide to the flawless travel experience
Popular Countries
Get our app
