Chicago Crimes Night Tour

Chicago Crimes Night Tour: A Detailed Look at Chicago’s Dark Side

If you’re into true crime, history, or just want a unique way to explore Chicago after dark, the Chicago Crimes Night Tour might catch your eye. This 2-hour tour offers a mix of history, crime stories, and iconic landmarks, all delivered from a comfortable bus. It’s the sort of experience that promises a different perspective on the Windy City—highlighting its infamous gangsters, crime scenes, and architecture.

What really makes this tour stand out are the knowledgeable guides who keep the storytelling lively and engaging, and the chance to see some of Chicago’s most renowned crime-related sites from a cozy, climate-controlled vehicle. On the flip side, it’s worth noting that this isn’t a walking tour—so if you’re expecting to get out and explore on foot at each stop, you might find it a bit limited. Still, it’s perfect for those who want a narrated experience without the hassle of wandering around in the dark.

This tour is generally well-suited for anyone curious about Chicago’s notorious past, whether you’re a history buff, a crime junkie, or just looking for an entertaining night out. It’s not specifically tailored for families with young children, given the subject matter, but older kids or teens interested in urban stories will likely find it compelling.

You can check availability for your dates here:

Key Points

• Comfortable transport: Enjoy the ride in a climate-controlled bus, making it easy to focus on the stories.
• Rich storytelling: Guides are knowledgeable and keep the narration lively and engaging.
• Iconic crime scenes: See famous spots like the St. Valentine’s Day Massacre site and Dillinger’s final walk.
• Historical context: Learn about Chicago’s most notorious criminals and their impact on the city’s reputation.
• Interactive features: Includes a crime quiz, video footage, and a mini mobster museum.
• Good value for money: At $55, it offers a comprehensive look at Chicago’s dark history with many memorable sights.

What the Tour Includes and How It Works

We’ll start with the basics: the tour lasts about 2 hours, usually in the evening, giving you a different perspective on Chicago than during the daytime. You’ll hop aboard a luxury, enclosed, temperature-controlled bus—which is a real plus given Chicago’s unpredictable weather and the late-hour crowds. This means you won’t have to worry about the elements while soaking in the stories.

The guide is interactive and in English, providing lively commentary on topics like Al Capone, the Chicago Mob, the St. Valentine’s Day Massacre, and John Dillinger. The guided narrative is complemented by historic video footage and a pamphlet filled with photos and additional info, which is a nice touch for those who love to dig deeper after the tour.

You’ll get a chance to drive by famous sites, like the Biograph Theatre and Carbide and Carbon, and even step out for a walk at some crime scenes, including Dillinger’s final steps and the infamous Massacre site. The tour also features a mini mobster museum, where you can see Frank Nitti’s safe and address book—small details that add to the experience for true crime enthusiasts.

The tour isn’t just about looking at pretty buildings; it’s about understanding the stories behind those sites. You’ll hear about notorious figures like Hymie Weiss, learn how the Chicago crime scene evolved from the 19th century into modern times, and get a sense of the city’s gritty past.

The Highlights: The Real Deal and What to Expect

One of the most talked-about parts of this tour is the visit to the site of the St. Valentine’s Day Massacre. It’s a haunting place, and seeing it from the bus provides a sense of the scale and brutality of Chicago’s gangster era. Guide comments often bring this story to life, making history feel tangible.

Walking Dillinger’s final steps is another memorable highlight. You’ll get off the bus at a spot where one of America’s most famous bank robbers met his end, creating a connection to the stories you’ve heard about him. Multiple reviews mention that standing in these places adds an extra dimension to the tour—a sort of real-world connection to the stories.

The tour also covers architecture and Prohibition landmarks, which means you’ll not only learn about crime but also see Chicago’s beautiful skyline and historic neighborhoods like the Gold Coast and Streeterville. The drive-by at the historic criminal courthouse offers a peek into how justice was served (or not) in Chicago’s most infamous cases.

For those into visuals, the historic video footage and photos in the pamphlet give a richer understanding of the stories. Plus, the crime quiz and mini museum make the experience interactive and engaging. As one reviewer put it, “Very interesting the whole time”—and it’s clear they appreciated both the storytelling and the sights.

The Experience: Pros and Cons

Pros:

• The guides are consistently praised for their knowledge and energy; one reviewer even said, “Leah had lots of energy and gave a great tour.”
• The comfort of the bus makes it an easy way to see many sites without fatigue or weather worries.
• The storytelling is vivid, making history come alive, especially with historic footage and engaging commentary.
• The price point of $55 is fair considering the length, the included extras, and the on-board experience. Many reviews emphasize the value for money.

Cons:

• Since the bus isn’t equipped with an electronic lift, it isn’t accessible for everyone with mobility issues.
• The tour requires stepping on and off the bus at certain stops, which might be a consideration for those with limited mobility.
• As with many night tours, seating is first-come, first-served, so arriving early is advisable if you want a particular spot.
• Food and drinks aren’t allowed on the bus, and no recording is permitted, which can be a minor inconvenience but helps keep the tour respectful and focused.

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Who Is This Tour Best For?

This tour is perfect for adults or older teens interested in Chicago’s criminal history, gangster legends, and historic landmarks. It’s especially appealing if you enjoy storytelling, history, or iconic crime scenes, and don’t mind a bus ride rather than walking the city streets.

Travelers who appreciate a good mix of education and entertainment will find this a compelling way to spend an evening. It’s also a good fit for those who want a laid-back experience—no strenuous walking or outdoor wandering required, just sit back, listen, and take pictures.

If you’re looking for a family-friendly activity with young kids, this might not be the best choice due to the mature themes. However, older children with an interest in history or urban legends could enjoy parts of the tour, especially at the crime scene stops.

Final Thoughts: Is It Worth It?

All in all, the Chicago Crimes Night Tour offers a well-rounded and engaging look into the city’s notorious past. From the comfort of a climate-controlled bus, you’ll see key crime scenes, hear captivating stories, and learn about figures like Al Capone and John Dillinger, all backed by the guide’s expertise.

The value for money is solid, especially considering the extras like videos, photos, and the mini museum. It’s a tour that’s more about storytelling than physical activity, making it a relaxing yet fascinating way to experience Chicago after dark.

If you’re a history buff, a true crime enthusiast, or simply curious about Chicago’s gritty side, this tour will likely hit the right notes. It’s a memorable way to combine sightseeing and storytelling, with enough interactive elements to keep things lively.

For those wanting a relaxed, informative, and slightly eerie experience that brings Chicago’s past alive, this tour is a strong contender. Just be sure to arrive early, dress appropriately for the weather, and enjoy the tales of Chicago’s less-glamorous but undeniably fascinating history.

FAQ

Is the tour suitable for children?
The tour is geared more towards adults and older teens due to its crime-related content. Young children might find some stories too mature or intense.

How long does the tour last?
It runs about 2 hours, usually in the evening, making it a convenient evening activity.

What is included in the ticket price?
Your ticket covers transportation in a luxury bus, a live guide, historic footage, a souvenir pamphlet, a crime quiz, and access to the mini mob museum.

Can I get off the bus at the stops?
Yes, there are stops where you can get off and walk at crime scenes or historic sites, such as Dillinger’s final walk and the Massacre site.

Is the bus accessible for people with mobility issues?
The bus is not equipped with an electronic lift, so it may not be suitable for those with mobility challenges.

What should I bring?
Bring your camera, a jacket if it’s cool, and a curiosity for Chicago’s criminal past. No food or drinks are allowed on the bus.

Are there any discounts or flexible booking options?
You can reserve and pay later, and cancel up to 24 hours before the tour for a full refund.

What is the meeting point?
Outside 163 E. Pearson Street at the southeast corner of Pearson and Michigan Ave.

Is there a dress code or specific attire recommended?
Dress comfortably and appropriately for the weather, as some walking stops are part of the experience.

In summary, if you’re after a fun, educational, and slightly spooky look into Chicago’s legendary crime scene, this tour is a solid pick. It’s especially great if you appreciate a good story, comfortable transport, and a chance to see some of the city’s historic crime sites without the fuss of walking long distances.

You can check availability for your dates here: