- 816 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
- 816 Ratings
Super funny and awesome tour guide.
The tour was absolutely amazing , learning about the history of Chicago in such a rich atmospheric and close knit way made it more relatable . Our tour kind was sooooo friendly and warm spirited , he’s a history and film teacher and he knows his stuff !!
Awesome tour! Lauren was super duper and very informative enthusiastic about both gangsters and ghost. I absolutely recommend this tour.
The tour guide was tremendous and in the cold rain she took the time to explain every detail of every stop. The problem was we didn’t get to go into the building and see the actual location. She told us all about the tunnels under the city and how they made small trains. But we didn’t go down into those tunnels. I don’t want to stand on the street and be told about a ghost in room 414. I want to see room 414. Our guides Enthusiasm and knowledge made the experience interesting and fun but I felt like I missed out on something.
Very friendly and knowledgeable!
Adam was very enthusiastic, knowledgeable, and charming. He made the tour super interesting and enjoyable despite the cold weather. Would most definitely recommend!
Loved energy! Tour guide was amazing . Will be back in summer !!!
Lauren was an awesome tour guide. She made the experience very enjoyable for my boyfriend and I. She was also very knowledgeable and taught us a ton of interesting information. The masters degree definitely paid off. We mark this as our favorite part of Our Chicago trip so thus far.
Stefan was an awesome tour guide and very knowledgeable. Made the tour great even with the cold and wind. He explained things very well and made it funny as well as educational. Highly recommend him and this tour!
This tour is very interesting and informative! Stefan was a wonderful tour guide and was very knowledgeable about Chicago and Al Capone. My family and I had a great time and we would gladly recommend it to anyone.
Great tour! We have learnt a lot !
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.