Guided tour

Chicago: Gangsters and Ghosts 2-Hour Walking Tour

Guided tour

Chicago: Gangsters and Ghosts 2-Hour Walking Tour

From US$ 35 per person

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
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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
Wheelchair accessible


2 hours
  • Chicago Riverwalk

  • The Chicago Theatre

  • Palmer House A Hilton

  • Cloud Gate

  • Art Institute of Chicago

  • The Congress Plaza Hotel & Convention Center

Main stop
End point
  • Acquaint yourself with the dark history of Chicago
  • Enjoy amazing views from Chicago's most famous sightseeing districts
  • Visit notable ghost and gangster locations including the Palmer House
  • Learn how Al Capone ran his empire
Full description

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 interesting stories hidden behind each turn.

Embark along the Chicago Loop, known as the vice district during the 1920s and 30s. 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 led by historians. Stop at the Congress Hotel, Death Alley, and the Palmer House. Enjoy a refreshment along with way, with frequent stops and a restroom break.

  • Guide
  • Visits inside the Congress Hotel and the Palmer House
  • Gratuities (optional)
Not suitable for
  • People with mobility impairments

Select participants and date



Meeting point

The tour meets outside of the Wyndham Hotel building in front of the large "Hoyt's" restaurant sign.

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Important information

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
Customer reviews

Overall rating

4.7 /5

based on 516 reviews

Review summary

  • Guide
  • Value for money
  • Service
  • Organization

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Rosa was fantastic, despite the sub zero temperatures and the late hour on Christmas day! She was informative and welcoming and took us around the spookiest and most interesting parts of Chicago when it came to Ghosts and Gangsters and made sure we were all okay getting home afterwards, given the time and weather. Highly recommended!

December 26, 2022

Lizzy, our guide was so sweet! You walk through the beautiful city, stop here and there and listen to interesting facts and stories. Halfway through there‘s a break for getting some brownies and using the bathroom. Would definetly recommend! Lizzy always made sure everybody has a great time and no one gets lost and stays with the group. Loved it!

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October 30, 2022

Nice trip filled with histories of mistery and crime. Our guide Conor was super knowlegable and was able to host us in professional and attractive way. The guide was super passionate about telling is insights and interesting facts about Chicago of the earla 1900’s. Highly recommended if you want to get some knowledge and have some fun.

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August 31, 2022

Product ID: 234682