15 Best Chicago Gangster & Mob Tours

“We had been walking the same area but knowing the history definitely made our trip more interesting. Sophia was great! Congrats on getting engaged Sophia!”

“Lots of great info and stops bring it all to life. Recommend highly. Our guide was full of extra tidbits and interactive.”

“Baylor was an excellent guide all around, knowledgeable and funny. This is a nice walking tour around the Loop downtown, takes about 1.5 hours. It was great to see the architecture and an added bonus that we were able to take inspiration of places to…”

“Our tour guide was very informative, and took good care of us. This is a great way to learn some of the history of the city, and to tour areas that you may not get to on your own.”

“You hear a lot about Chicago history and local stories, all while visiting neighborhoods in the area. It was interesting and a very pleasant experience.”

“The tour guide was very knowledgeable and enthusiastic which made the tour even more interesting. The various stops were fun and quite atmospheric.”

“Taka was great! Knowledgeable and kept us moving with lots of super info! Delicious food too— definitely could make it a lunch or early dinner!”

“Very interesting tour and the guide was very helpful & adapted to our specific interests. Highly recommend.”

“it was brilliant, very enjoyable. Baylor was a great guide!”

“Really really interesting tour… very informative Lots facts… more a history tour than a walking tour and we enjoyed it very much!”

“Host and driver were very interactive and knowledgeable. Would recommend to others for sure!”

“The walk tour is something not to be missed for three reasons, especially when you’re on a short trip. Our guide, “tall Dave”, knows a lot about the history of the places we visited, shows interesting photos, and makes sure everyone is well accommodated. The…”

“Overall was a superb experience yet I need to mention a small discontent prior to take the tour, one of the ground employee he gave me an err info. which it almost cost me to loose the tour, even though I was there way before…”

“We really enjoyed the tour. It was entertaining and educational! Alan was an excellent guide! Would definitely recommend!”

“A super fun blend of murder mystery, Chicago architecture, and history. Would definitely recommend to adults or a family. (We have 3 kids 13, 10, and 8, and it was fun for them too!) Andre is an engaging and fun host whom made it a…”