1. United States
  2. Illinois
  3. Chicago
  4. Art Institute of Chicago

Chicago: Gangsters and Ghosts 2-Hour Walking Tour

Product ID: 234682
Explore Chicago from the perspective of ghosts and gangsters. Take a 2-hour 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.

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About this activity
Duration: 2 hours
Starting times 11:00 AM, 1:00 PM, 4:00 PM, 8:00 PM
Printed or mobile voucher accepted
Instant confirmation
Live tour guide
Wheelchair accessible
Free cancellation up to 24 hours before activity starts

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  • 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
Take a 2-hour guided walking tour through the Chicago Loop and discover the stories of gangsters and ghosts from the city’s past. The Loop was known as the vice district during the 1920s and 30s. See the places where gangsters such as Al Capone use to party, make deals, and carry out threats.

Visit haunted locations and old crime scenes on a tour led by historians. Spooky tales of the ghosts and gangsters of Chicago’s street will be shared along the way. Stop at the Congress Hotel, Death Alley, and the Palmer House. This is a family-friendly tour. with frequent stops and a refreshment and restroom break.
  • 2-hour tour
  • Guide
  • Visits inside the Congress Hotel and the Palmer House
What’s Not Included
  • Gratuities (optional)
Not suitable for
  • People with mobility impairments

Prepare for the activity

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
Not allowed
  • Luggage or large bags
Know before you go
• This tour is not recommended for people with limited mobility or with infants
• Walking shoes are recommended
• 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 180 reviews

Review summary

  • Service
    4.8 / 5
  • Organization
    4.8 / 5
  • Value for money
    4.6 / 5
  • Safety
    4.8 / 5
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We had an amazing time! Our tour guide was extremely friendly and she made the experience very enjoyable not just for us but for the entire group. We thought that the Gangsters and Ghosts tour is something we will talk about to our friends! Thank you for the amazing time!

October 15, 2019

Dylan is a fantastic guide! Besides the awesome stories & histories around Chicago, he made the stories really interesting and fun! He is approachable and also gave many recommendations during the tour. His sense of humor also made it memorable. I highly recommend this tour to you if you want to learn more about an another side of Chicago!

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September 25, 2019

Really enjoyed this tour - had done hop on and off bus earlier and it was heavier focused on architecture- whereas this was the historical tales you know about , tales of prohibition and the gangster world and some of the other side of Chicago. Good pace and lots of stops and the guide (Conor) was knowledgeable, funny and entertaining. Definitely recommend it as a tour!

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September 25, 2019

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