Join us along the historic streets and alleys of Chicago as we walk among the spirits of mobsters and ghosts of the condemned. This tour is for lovers of history, true crime, and haunted mysteries. Expect a sultry and gritty cocktail of Chicago's darkest stories hiding in the shadows of the Loop. From Grant Park to the Alley of Death, your expert local guide will shed light on the city’s secrets. Prepare for thrills and just the right amount of chills.

Stroll in Woldenberg Riverfront Park and see the Holocaust Memorial
See the Madame John’s Legacy building owned by a Jewish philanthropist
Listen to the story of how music was preserved by Jewish preservationists
Walk on Royal Street and learn about New Orleans’s famous Jewish pirates

What To Expect

Buckingham Fountain

Built on reclaimed land from the remains of the Great Chicago Fire.
15 minutes • Admission Ticket Free

The Congress Plaza Hotel & Convention Center

Hear harrowing tales about one of the most haunted hotels in America.
15 minutes • Admission Ticket Free

Exchequer Restaurant & Pub

Previously the “226 Club”, one of Al Capone’s favorite hangouts.
15 minutes • Admission Ticket Free

Chicago Loop

Explore under the “L”, once a hotbed of crime and vice.
15 minutes • Admission Ticket Free

West Couch Place

The Alley of Death, know for strange and supernatural activities.
15 minutes • Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
Service animals allowed
Near public transportation
Infants must sit on laps
Not recommended for travelers with back problems
Not recommended for pregnant travelers
No heart problems or other serious medical conditions
Most travelers can participate
This tour/activity will have a maximum of 20 travelers

Include

Professional, entertaining, local guide

Exclude

Gratuities