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    Chicago Crime Tours and Experiences

    4.5 (352 reviews)
    Closed 8:00 am - 9:00 pm

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    Agustin Z.

    This is a great tour if you like history, crime, and mobster stories. The bus that you go on is very clean and the seats are very comfortable. You're greeted by the tour guide before boarding the bus. As the bus goes is on the move they play short videos on the TV screen relating to crimes and history. I took the night tour. My tour ran from 7:30 PM to 9:10 PM. Online it says the tours can go anywhere from 2 hours to 2 1/2 hours depending on traffic.

    Mural
    Jess M.

    Great time learning about some of my favorite topics. Learned so much and it was enjoyable. Mike is thee best tour guide. Kept things intriguing and the best jokes along the way. Snaps to this tour and Mike our tour guide!

    Red P.

    Had such a blast! Mike was super informative and fun to listen to. Learned lots of new things about mobsters and even got to visit a vault. Highly recommend

    P. C.

    Decided to try this out since we've done just about every other touristy thing in the Windy City and this was another worthy itinerary addition. The adventures started with our enthusiastic guide Jamie. We learned many fascinating facts about crime life back in the early days of Chicago. Several stops to get up close to past events. Also a quick bathroom stop at Harry Carry's original restaurant because there's also history there (won't give it away). Young adults would enjoy this too.

    Victory Gardens Theatre
    Frank L.

    I experienced this Chicago Crime Tour on my birthday last week - it was a very cool and unique experience. You will learn some basic Chicago crime history and visit a few notorious, historical locations via a comfortable tour bus and learn about some of our Chicago's most infamous criminals - Dillinger, Nitti, Al Capone (of course) and more. The tour lasts about 90 minutes with about 3-4 stops along the way, people who enjoy taking pictures and history will love it. Highly recommended.

    Andra T.

    Today I went to this tour .Thanks to our lovely tour guide Maddy everything was very fun and entertaining.The way she told us the stories about the most famous gangsters of Chicago was unique. Definitely recommend her and this tour

    Grew up in Chicago, & know a lot about the criminal history, so I've always wanted to do this tour. Tour guide was very knowledgeable, & had a great personality. It was nice to see these sites that I've read so much about. Even if you're a lifelong Chicagoland resident like me, this is the tour to see!

    Joel Jz Z.

    Found this option on Yelp. Had a morning of free time while in Chicago so jumped on this tour. Almost 2 hours of great Chicago info from our guide Javier. Dillinger, Capone and more.

    Verna N.

    I was not expecting much from this tour, but it was fantastic. John was our tour guide and he did a great job. He said he has been doing this for 10 years. His knowledge was vast and he was able to answer people's questions. We learned about Chicago and of course, the criminals and crime. It was an interesting dive into the local history. We arrived about 20 minutes early for a 2pm tour and there was about 9 people already waiting. There is no place to use the restroom until you go into Water Tower Place, so I advise using it before the tour, which is also stated on the website. Our tour guide showed up at 1:50 and checked us in. The bus didn't arrive until 2 and had to unload the previous tour. My husband and I sat in the middle of the bus, four rows in. We could hear our tour guide relatively well but his mic cut out a few times here and there. Our bus was mostly full. There were 2 empty seats. The AC on the bus was not good and it was a warm bus ride overall. Temps outside were around 80. I was able to use the restroom at Harry Caray's Steakhouse, which is one of the stops towards the end of the tour. You are able to tip via cash in a bucket or venmo with a QR code. I highly recommend this tour!

    Great tour - it was nice to see the various locations and to also get a few non crime fun facts as well

    John Dillinger mural

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    1 year ago

    Very informative!!!! We had Sophia as our tour guide and she was amazing! We learned so much, being from Chicago. I highly recommend!!

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    Review Highlights - Chicago Crime Tours and Experiences

    Mike, the tour guide was very entertaining, and Tommy our driver, did an excellent job keeping us safe on our ride.

    Mentioned in 57 reviews

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    Family Secrets Tour - Frank Jr

    Family Secrets Tour

    5.0(66 reviews)
    0.4 miNear North Side

    This was probably one of the best tours I've been on, and my fiancé (who has very high standards…read moreabout these things) agrees. We booked a tour for Saturday at 2 pm. There were some technical difficulties and the TV system on the bus ended up not working. Mr. Frank Calabrese Jr was very professional and good-humored about the situation. He offered everyone on the bus the opportunity to come back free of charge so that we may have the full experience with the photos he had been intending to show us. He proceeded to do the tour without the presentation, which honestly was great in itself. He is a very good story-teller, and had a great narrative. He had notes with him but only referenced them a few times to make sure he wasn't forgetting anything. Everything was super authentic and off the cuff. I loved that we went around Chicago and we were able to get glimpses of how the city was like in the 60s-90s. What made this tour so great was that these stories were first-hand. It didn't come from someone who spent hours studying the history; this was his real life. He was very genuine about his experiences, and his anecdote about his kids at the very end of the tour made me tear up a bit. He even invited us to stay for happy hour at the Chop House to have a drink with him to talk. I would highly recommend this tour to anyone, regardless of whether you know the mob history or not. I personally didn't know too much, and still was captivated by his stories. He does have a book (which I definitely intend to read) and a movie in the works!

    I'm a huge fan of true crime and Chicago history, so I'm surprised to say that this was my first…read morecrime tour ever. But everything happens for a reason, and it seems that reason was that I was meant to wait until the perfect one came along -- that, my friends, happened to be the Family Secrets Tour. I met Mr. Calabrese Jr. weeks ago when he presented some of his intriguing life stories at an event at Chicago Chop House, and I knew that evening that I had to book and experience the real deal, aka his bus tours. My friend and I booked a tour for a Friday afternoon recently that started at 2pm, and though there was a bit of a delay because our bus's TV monitors weren't working, Mr. Calabrese Jr. smoothly filled the time with some behind-the-scenes stories he said he usually doesn't share on the tour. I was hooked immediately. To be honest, before this tour, I had no idea the stories his family was involved in were so high-profile (I even talked to my family afterward, and they ALL knew every detail and were mad I didn't invite them! Sorry family!). But even while he showed us news clips, a lot of photos, and told all of his stories, he remained modest, which made the entire experience endearing. Mr. Calabrese Jr. is super charismatic and a great storyteller, and you can tell he genuinely loves telling his story and showing everyone around the neighborhoods where he grew up, and where big moments happened in history to people who were in "the life." I truly enjoyed this tour and I recommend it for anyone who wants an real, honest, non-theatrical recap of Chicago's mob history. The Family Secrets Tour is engaging and delightful. Thank you so much for captivating us, Frank! Can't wait to bring my family along some time!

    Photos
    Family Secrets Tour - Aftermath of the car bomb attached to the underside of Michael Cagnoni's silver 1979 Mercedes-Benz.

    Aftermath of the car bomb attached to the underside of Michael Cagnoni's silver 1979 Mercedes-Benz.

    Family Secrets Tour - Assistant State's Attorney William H. McSwiggin a.k.a. "Hangman Prosecuter"

    Assistant State's Attorney William H. McSwiggin a.k.a. "Hangman Prosecuter"

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    Tea Around Town - Tea Around Town Chicago Experience

    Tea Around Town

    1.7(98 reviews)
    0.9 miThe Loop

    Even after so many negative reviews, bestie and I decided to give them a try. We believe in finding…read moreout for ourselves and not listening to hearsay knowing that each experience is different. The bus is so pretty and picturesque. Lots of PINK and pretty flowers everywhere. The table scape is beautiful and they serve Aqua Panna water, if you know, you know. We paid for the VIP selection which offers additional food and a glass of virgin Rose'. Mike our driver explained that we would have a 90 minute ride exploring Chicago. Eliot was our entertainer during the ride. He has a beautiful singing voice and would crack a joke or two. Lola was our beautiful tea hostess and made sure we tasted four different flavors. We each received a beautifully decorated plastic tumbler for our samples. Every single flavor was amazing! I do love a good tea. We started with Maple Apple Cider, Breakfast in Paris, Moroccan Mint and finished with a nice Chai. Again, each tea flavor was amazing! On to the food. The scones were good and came with clotted cream and preserves. VIP included lobster rolls. Smelled like fish but it was a pink spread, not good. Each finger sandwich had hard bread which seemed to dry out after being exposed to the air. Each tart that was supposed to have a hard crust was soft and mushy, not good. The deviled eggs had no flavor at all. Bottom line on the food, not good at all. Not sure how long it's sitting before being served. Everything that was supposed to be soft was hard and what was supposed to be hard was soft. Overall, the concept of a mobile tea party is great. Maybe find a way to cover the food. Get real lobster rolls.

    We had a disappointing experience. Our tour package included two souvenir cups. While I didn't…read morenecessarily need another cup, it was something we paid for as part of the experience. When we arrived, we were told a shipment hadn't come in and were told, "sorry, but at least one of you in your party gets a cup," which was not acceptable. The tea portions were extremely small - literally about two sips each. The package advertises 5 teas, but in reality you only receive 3 tastings. For the price, it felt very misleading and overpriced. Yes, the space is cute inside, but that alone doesn't make up for the poor value. To make matters worse, the food was stale. Lastly, there was no AC, so the bus was hot and stuffy the entire time. I would not recommend this tour.

    Photos
    Tea Around Town - Tea Around Town Chicago Experience

    Tea Around Town Chicago Experience

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    Gray Line Sightseeing Tours - View from our Lincoln Park stop over looking the beautiful Chicago skyline (Scenic North Side Tour)

    Gray Line Sightseeing Tours

    2.3(68 reviews)
    1.1 miThe Loop

    This company did not provide the services I paid for due to employees who have no idea what they…read moreare doing. if I could give zero I would. Specifically, I ONLY went back to Dubai to go to the Louvre in Abu Dhabi because it was not open on my first trip. I selected the tour that provided this and it was all set up for Sunday. Without asking me someone changed my tour ( I did not consent to this change) to Monday'; the museum is not open on Mondays. i was told this was a mistake but since I only went to see this museum this was a MONUMENTAL MISTAKE. I took off work, paid for their services and flew to Dubai for a specific reason. I did not get to see the museum, not because it was a holiday or it was under maintence but because some employee had no idea what they were doing. When I complained and asked for a partial refund since I did not get what I paid for, I was offered a free trip to Abu Dhabi when I come back to Dubai. This is unacceptable since i have no intention of returning to Dubai any time soon or know if I ever will. This is a very large company and while mistakes happen, the cost for me should not be so high. They screwed up a trip I carefully set up for my purpose due to incompetence and then refuse to accept responsibility. Be very careful in choosing this company for dream vacations because they could get messed up and then they will do nothing about it

    Candace is the best driver and tour guide. She made our ride entertaining and fun. She puts her…read morewhole heart in her job. She new passenger by name. We had trivia questions and prizes.

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    The 312 Limo

    The 312 Limo

    4.8(160 reviews)
    1.5 miWest Loop, Near West Side, West Town
    On-time commitment
    Beat or match prices

    I was on party bus duty for my daughter's recent high school dance. I priced out a few companies…read morewith party buses and 312 Limo was the most reasonable price. To be honest it was still a little expensive considering they were driving from Wilmette to Northfield to Glencoe, but less than the other: $840 for a 3 hour minimum for a party bus of 28. We also didn't need it for the entire 3 hours, but the options I found were either one way or 3-4 hour minimums so this was the best deal. I found their communication to be stellar both via email and text. The bus driver was on time and the kids had no trouble locating the party bus when they came out of the dance and I've heard it was one of many party busses. A few of my daughter's friends hopped on for the way home and commented that this bus was way nicer than the one they took to the dance from another company. Overall, it was a success. The parents could have easily driven these kids ourselves, but the party bus elevated the experience and the kids all seemed to enjoy the VIP treatment.

    Booked a trolley for our wedding transportation and it couldn't have been better! Leonard, our…read moredriver, was fantastic. Everything was on time, stops were on schedule, everything was perfect. Highly recommend!

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    The 312 Limo - Inside of trolley bus - red lights on top and color changing lights on ground, 1 small TV at front, two small areas for storing drinks/ice

    Inside of trolley bus - red lights on top and color changing lights on ground, 1 small TV at front, two small areas for storing drinks/ice

    The 312 Limo
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    Chicago Architecture Center

    Chicago Architecture Center

    4.8(815 reviews)
    0.6 miThe Loop

    chicago architecture center boat tour on the "the first lady" was well done. very rainy day but a…read morechoice of remaining upstairs out in the open, where we were given a big umbrella which was nice, or some of our group went downstairs out of the rain. liz our docent was so knowledgable and informing, 11 out of 10 for her.

    If you're in Chiago you have to do the Architecture tour at least once. If you're in Chicago…read moreduring the Summer as I was you can seek sanctuary in the air conditioned lower level. I wish the audio was a little bit louder on that level due to the sound of the fans and people talking. If you like my reviews, consider "following" my profile for reviews all across the SF Bay Area . Why "follow" someone? It causes the person you follow's reviews to tier to top when you pull up a business. I find this very handy when researching venues. Rod's Review grading scale explained. Essentially I personally base it on the likelihood of a return visit and I try to be stingy with 5 star reviews since they should be "special" in my eyes. Price/Value also play a role obviously but there are $ and $$$$ littered across my grading scale. 5 stars - "I'll go out of my way" (approx 6 % of my reviews) 4 stars- "If I was in the area I'd go here and would recommend", (approx 38% of my reviews) 3 stars "Maybe if was nearby", (approx 37% of my reviews) 2 stars -"Would likely not return, Only if you want to go", (approx 16% of my reviews) 1 star -"No thanks, even if I was hungry", (approx. 3 % of my reviews)

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    Chicago Crime Tours and Experiences - bustours - Updated July 2026

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