15 Best Chicago Gangster & Mob Tours

“This tour was a lot of fun! Our guide Sophia was very knowledgeable and made the experience very pleasant. We live in Chicago and we learned quite a bit we didn't know about. We appreciated the slight modification to the tour since it started to…”

“Jamie was a great guide, very comedic, informed, prompt, and a great photographer too! It was nice being able to stop and learn about some of the history of Chicago. I highly recommend!”

“Great! Even in cold winter the walk was very enjoyable. Our guide Max was also very attentive and cheerful; We will ask for her again in our next visit soon. Hopefully not so cold!”

“It was informative and a lot of fun to see where all the infamous actions took place.”

“Our family of 4 had a great time with Andre! Our kids were 11 and 13 and were engaged the whole time. Andre made it fun, interesting, and memorable…and we were able to solve the mystery! Yay! We got to see some really neat areas…”

“I grew up watching all the mob, gangster movies. This tour did not disappoint. John had a wealth of information. It was fun to start the tour learning that Streeter was from Flint, as I grew up right outside of Flint. I highly recommend.”

“We booked this tour for a client and they absolutely loved it! They could not say enough good things about their tour guide, Avery. He was so knowledgeable about the city's history, the architecture, and they said that he was the reason they had such…”

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

“Our guide Baylor was great! She was well informed and friendly. The food was great. Our favorite part was going down to see hidden tunnel in Harry Caray restaurant. Thank you”

“Jonathon was SO knowledgeable!! All of the tour narration was so captivating and informative! I will say, though, that he did not need to use such “ foul language “ throughout. He was charming, fun, and a great guide, but that language did not enhance…”

“According to my two teenage boys, this was the best part of their first visit to Chicago.”

“The cultural center tour was fantastic. The explanation was educational. It was billed as a prohibition tour but the information on that topic was limited.”

“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…”

“Overall interesting commentary from a knowledgeable tour guide. Excellent value for the money and also got to see a great skyline photo opp view of Chicago.”

“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…”