- 688 Ratings
Chicago Gangsters & Ghost Tour
Discover the darker side of Chicago on a guided tour full of tales of gangsters and ghosts. Explore this city with a historian guide, who knows all the must-see spots.
What You Will Do
- Explore the Windy City's crime-ridden history, as well as the ghosts who still haunt modern neighborhoods
- Wander around the Loop, an area associated with gangster era crime and a number of hauntings
- Hear tales of the city's vice district during the roaring 20’s and 30’s when it was riddled with speakeasy saloons and secret underground tunnels used by bootleggers
- Check out haunted locations, like Congress Hotel, Death Alley, and the Palmer House
- Guided tour
- 688 Ratings
It was a cold one in Chicago that night but Davy did a great job reliving the history of some of the most notorious gangsters America has ever had. I also enjoyed the stories about the ghosts that haunt Chicago especially since me and my wife stayed at the Congress Hotel Plaza and had I clue. Overall Davy was great. We had a great time.
Our Tour Guide had a great booming voice! She was also really on top of her large group and made sure everyone was safe while navigating the crowds of downtown Chicago. I learned a lot of history of beautiful Chicago landmarks and enjoyed the references to ghost stories. Had a great time and time flew by! I would suggest an electronic option to tip our guide, because she was AWESOME!
I enjoyed the energetic knowledgeable guide Dylan He is absolutely the best.
Loved this 1.5 mile walking tour, learned some new and different things about a city I spent a little more than 10 years working in. Our guide, Stefan, was great and armed with Interesting, outside-the-box facts about the city’s history.
I loved the tour. It would have been great if they would’ve given us a map of the route. Everyone walked really fast and my partner and I became separated from the group. I ended up calling the reservation number a couple of times before I finally was able to obtain instructions on the next two stops they would be headed to. Thankfully, we caught up to them. Our guide was funny and well informed. Wear good walking shoes and be ready to walk.
It was a really fun tour our tour guide, she was hands down knowledgeable and made the tour interesting and fun. We totally recommend the tour. She told us about some brownies from the Palmer House they are so good. She also told us about the Congress hotel of a particular area and we went and checked it out. I felt like a clostraphobic feeling, a heavy feeing and almost like a dizzy. I couldn’t wait to get out of that hall. When we got out of that particular hallway I was fine and everywhere else in the hotel. You gotta take the tour and we took it in the day but would really recommend it at night.
We had Dylan as our tour guide and he was really cool! Very into everything he talked about and showed us! he had very cute dad jokes along the way - and got very theatrical which made it for a fun experience! we definitely felt like we knew Chicago better after the tour was completed! Thanks Dylan!
Lauren had excellent knowledge and great energy.
Lauren was very informative and made the tour really fun!
Lauren was very dynamic, interesting, and full of great information. The tour exceeded my expectations.
Our tour guide Davy was great!! Very knowledgeable and engaging!! The distance was manageable.We loved every minute!!!
The tour was very knowledgeable and upbeat! Truly enjoyable!!!
We had a great time and Stefan our guide was fantastic.
Loren was very knowledgeable and put her whole heart into the tour. We had a great time.
Loved the tour, the instructor definitely made the tour worth attending.
Dylan was a FANTASTIC tour guide. He is super knowledgeable, entertaining, easy to hear and understand and did an overall terrific job! I had a group of 8 friends and family in my party and each one of us said it was fun and that Dylan was terrific! Well done!
I thought that the tour was very informative and also very interesting. My friends and my fiancé came to Chicago for a local band called Fall Out Boy. We stayed for a few days and enjoyed exploring the history and architectural designs of the buildings. Davie our tour guide was amazing! Thank you for the wonderful experience!
The tour was amazing! Very informative and exciting. I signed up for the 1pm tour but next time I want the evening tour.
Lauren was an exceptional tour guide. She was very energetic and charismatic even with the rain. I would definitely recommend this tour for fact heads and those unfamiliar with the rich history of Chicago.
Great way to learn the dark history of Chicago! Dylan is a masterful storyteller and very knowledgeable about the architecture of the city!
The only female tour guide, she was amazing!!! :) Very knowledgeable and kept it entertaining.
My tour guide Stefan was wonderful! Thank you for being fun and knowledgeable !!!! Will recommend to others!!
The tour itself was interesting and informative, but the tour guide really made it fun. He was great!