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Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!
You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Upgrade to the bus tour option to experience the same spine-chilling stories by minibus. Includes one stop for an immersive experience.
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
For a full refund, cancel at least 24 hours before the scheduled departure time.
Walking tour of Chicago’s gangsters and ghost stories
Expert Guide
Gratuities
Operated by Chicago Tours
7,125 reviews
Ashley L,
Jan 6, 2025
Taka was our guide and she was fantastic. We had such a good time, she was a very good story teller, loud and clear. Lots of interesting information. We learned alot and had a lot of fun.
Melanie A,
Jan 5, 2025
It was a very cold, windy Chicago night but the tour guide braved it out so we did too--and so glad we did! It was interesting listening to all of the stories about Chicago while wallking around the streets at night. We really enjoyed the tour but will never swim in the water in and around Chicago! Lol
nicole w,
Jan 3, 2025
Taka our guide was very knowledgeable about the history of area. The tour was managed time wise and we were all able to know what we were doing and stay together. I learned a lot about the area that I had never knew about before. She spoke so everyone could hear her in the busy loud city and kept everyone's attention.
Medusa O,
Jan 3, 2025
Taka was so incredibly knowledgeable. She taught me so many things about Chicago. I had no idea and I’ve been living in Chicago. Almost my whole life. The way that she tells a story was so intriguing and engaging. She really made everyone in our group feel included and answered all the questions that everyone had. She was so friendly and so informative. I absolutely love this tour.!!!! I would 100% recommend anyone whether you’re from Chicago or you’re just visiting to take this tour!!! And request Taka she’s the best!!!
Micaela W,
Jan 2, 2025
Sophia was our tour guide and she was amazing! She was very knowledgeable and personable. She made the tour such a great experience. We caught her on the same day she got engaged, so she literally didn't stop smiling the whole time, which brought so much joy into everyone around her!