Explore Chicago from the perspective of ghosts and gangsters. Take a history-based guided tour and discover Chicago’s gangsters and ghost stories. See the city’s darker side as you walk through the famous Chicago Loop district.
About this activity
- Free cancellation
- Cancel up to 24 hours in advance for a full refund
- Reserve now & pay later
- Keep your travel plans flexible — book your spot and pay nothing today.
- Covid-19 precautions
- Special health and safety measures are in place. Check your activity voucher once you book for full details.
- Duration 2 hours
- Check availability to see starting times.
- Live tour guide
- English
- Wheelchair accessible
Experience
Starting location:
Chicago Gangsters and Ghosts Tours
Chicago Riverwalk
The Chicago Theatre
Palmer House A Hilton
Cloud Gate
Art Institute of Chicago
The Congress Plaza Hotel & Convention Center
Finish at:
The Congress Plaza Hotel & Convention Center
For reference only. Itineraries are subject to change.
- Learn the dark history of Chicago's Loop from an expert historian guide
- Hear true tales of Chicago's gangster past & learn how Al Capone ran his empire
- Listen to tales of ghosts and visit haunted sites
- Explore Death Alley, Chicago Riverwalk, the Palmer House and the Chicago Theatre
- Visit the Congress Hotel with tales of ghastly happenings and Al Capone's HQ
See a different side of Chicago on a family-friendly guided tour and hear the tales of the ghosts that haunt the city. Explore the famous Chicago Loop district with your historian guide revealing the many interesting stories hidden behind each turn.
Explore the Chicago Loop, known as the vice district during the 1920s and 30s, once the home of speakeasies, secret tunnels and bootleggers. See the places where gangsters such as Al Capone used to party, make deals, and carry out business.
Visit haunted locations and old crime scenes including Chicago Riverwalk, Death Alley, and the Chicago Theatre. Peak inside the haunted Palmer House. Finish up at the Congress Hotel, one of the most haunted places in Illinois. Enjoy frequent stops along the way, including a refreshment stop and a restroom break.
- Guided Walking Tour
- Historian Guide
- Visits inside the Congress Hotel and the Palmer House
- Gratuities (optional)
- People with mobility impairments
Select participants and date
Participants
Date
The tour meets outside of the Wyndham Hotel building in front of the large "Hoyt's" restaurant sign.
Open in Google Maps ⟶What to bring
- Comfortable shoes
- Water
- Comfortable clothes
Not allowed
- Luggage or large bags
Know before you go
- This tour is not recommended for people with infants
- The tour is 1.5 miles total walking, with a 20-minute break at a famous gangster hangout
- Children aged 6 and under can join this tour for free