Chicago Crime Tours and Experiences, Chicago

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Nightlife · Night Tour
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Escape into Chicago's underworld on a crime and mob tour with Chicago Crime Tours. Some of the world’s most famous criminals, mobsters and gangsters bamboozled their way through Chicago. Sit comfortably on a climate controlled bus and enjoy sightseeing famous Chicago crime scenes from the 19th century through modern times. Unlike Chicago walking tours, this luxury bus tour can't be stopped by Windy City weather.

Investigate Al Capone, The Chicago Mob, John Dillinger, "Terrible" Tommy O'Conner, H.H. Holmes, The Chicago Black Sox, Leopold and Loeb, Flash Mobs, Bank Heists, Captain George Streeter and more. Grab your camera for a drive-by shooting of the former historic criminal courthouse where some of Chicago's most notorious cases were tried.

Stakeout crime sites like the Biograph Theatre, St. Valentine's Day Massacre, Grant Park, Clark Street Bridge, Lake Street EL and other Chicago landmarks.

Chicago Crime Tours takes you on an escape into the criminal past of Chicago's River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile neighborhoods.
Plan your visit to Chicago Crime Tours and Experiences and a wealth of other attractions, well-known and undiscovered, using our Chicago journey planner.
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Chicago Crime Tours and Experiences reviews

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TripAdvisor traveler rating
TripAdvisor traveler rating 4.5
1,921 reviews
Google
4.8
TripAdvisor
  • Very fun and informative tour. Tour guides Madeline and Tommy were fantastic. We saw a lot of parts of Chicago I had not seen before. We were given free Pizzeria UNO pizza after the tour. Highly... 
    Very fun and informative tour. Tour guides Madeline and Tommy were fantastic. We saw a lot of parts of Chicago I had not seen before. We were given free Pizzeria UNO pizza after the tour. Highly...  more »
  • Javier was extremely knowledgeable and Taurus drive impeccably through the city. Really glad we added this tour to our itinerary. 
    Javier was extremely knowledgeable and Taurus drive impeccably through the city. Really glad we added this tour to our itinerary.  more »
  • The guide was very knowledgeable, pleasant and had a good sense of humor. Definitely worth the money as you learn so much of Chicago history. 
    The guide was very knowledgeable, pleasant and had a good sense of humor. Definitely worth the money as you learn so much of Chicago history.  more »
Google
  • Our family took the Chicago Crime Tour in June 2022. The meeting spot was convenient and the bus arrived on time. Our tour guide, Leah, was both enthusiastic and professional. We made several stops for great photos to document this informative teaching experience about Chicago’s Crime History. This is a terrific value, and highly recommended!
  • We had a great time being tourists in our city. Chicago crime tours was interesting, informative, exciting, funny and prompt. A few things really stood out that impressed us: the mix of humor with the deep history of historic Chicago crimes, the mixture of new and old stories (some from the 1800s and some from the 1990s), and the interesting little known facts shared as well as the pamphlet with pictures of all the famous people and places being covered. It was such a fun and interesting way to hear the stories and learn about some aspects of the city. The bus was also prompt and warm which was great in the winter! Mike our tour guide, was hilarious!
  • This was the best tour I've ever been on! We took the night tour, and the tour-guide, John, was so engaging and the best storyteller! And Doug was a great driver, it was a very comfortable ride! We learned so much about the mobsters, about Chicago's beginnings, and famous crimes, and absolutely loved it! John gave us movie and book recommendations to learn more as well! The bus was luxurious and it was so much fun to hop off and on to see and hear about famous sites. I thought I was going to have to leave Chicago without trying deep dish pizza because we scheduled so many activities back to back so I did not have time, but they even surprised us all with a slice at the end of the tour from the place it originated! Thank you again for the amazing tour! 😊
  • Fun tour, the guide was very informative and super helpful, happy to answer any questions. This tour is more storytelling than visual, and you get a little pamphlet with some pictures to go along with the stories. You do stop at a couple of places and what they point out on the bus is easy to see. This means your seat doesn’t matter quite so much as hearing the guide. The pamphlet comes with some coupons to some of the big name restaurants nearby, which was nice.
  • Great Tour! We already live in Chicago, but have seen the bus throughout the city and thought this would be a fun activity to do, and we were right. I have given tours myself in another city for 4 years, and John was an amazing tour guide. Very knowledgeable and knew how to keep the crowd interested. He was funny and engaging and very personable! It was awesome to hear facts about Chicago that I had no idea about.

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