Chicago Crimes Night Tour

Explore Chicago’s Criminal History for $55 on a 2-Hour Night Tour

The Chicago Crimes Night Tour offers a captivating journey through the city’s infamous underworld, all for $55 per person. Lasting around 2 hours, this tour provides a detailed look at Chicago’s most notorious criminals, gangsters, and historic crime scenes. It’s perfect for those interested in true crime, Chicago history, or architecture, and who prefer a comfortable, guided experience after dark.

This tour departs from outside 163 E. Pearson Street, at the southeast corner of Pearson and Michigan Ave, and takes place in the evening. Despite its relatively short duration, the tour packs in famous crime scenes, historic landmarks, and engaging commentary from experienced guides. The climate-controlled bus ensures comfort regardless of weather, making it suitable for a wide range of visitors.

While the tour offers an excellent overview of Chicago’s criminal past, it’s important to note that no food or drinks are permitted on the bus, and the tour requires steps and stairs for some stops. Still, with its mix of storytelling, sightseeing, and exclusive crime memorabilia, it appeals especially to history buffs and those fascinated by the city’s darker side.

You can check availability for your dates here:

Key Points

• Affordable price of $55 for a 2-hour guided night tour
• Comfortable, enclosed bus with climate control
• Highlights include the St. Valentine’s Day Massacre site and John Dillinger’s final steps
• Interactive commentary covering notable criminals like Al Capone and H. H. Holmes
• Includes a mini mob museum with Frank Nitti’s safe and address book
• Stops at historic crime scenes such as the Biograph Theatre and Jeweler’s Building

The Tour Begins at a Central Chicago Meeting Point

The tour starts outside 163 E. Pearson Street, at the southeast corner of Pearson and Michigan Ave. The bus departs promptly, so arriving 10 minutes early is recommended. The first-come, first-served seating means that early arrival can secure better seats, although specific seating cannot be guaranteed. The bus is not equipped with an electronic lift, so it’s not suitable for those with mobility issues requiring assistance.

This meeting point is easily accessible in the heart of Chicago, making it convenient for visitors staying downtown. The guided check-in process ensures a smooth start, and the staff is available to assist if the bus isn’t visible or if any questions arise.

Inside the Climate-Controlled Bus Experience

Once onboard, guests enjoy a comfortable, enclosed environment that is temperature-controlled. The live, interactive guide provides detailed commentary in English, sharing stories of Al Capone, the Untouchables, and the Chicago Mob. The narration is lively, making the journey both educational and entertaining.

Throughout the ride, guests view historic video footage and receive a pamphlet with photos and special offers to deepen their understanding. The exclusive crime quiz adds an interactive element, encouraging engagement and fun. This setup makes the tour ideal for those who prefer a structured, guided experience rather than wandering independently.

Visiting Iconic Crime Scenes in Chicago Neighborhoods

The tour takes guests past famous crime scenes like the Biograph Theatre, where John Dillinger was shot, and Carbide and Carbon, a notorious hideout. Other stops include the Jeweler’s Building, the site of historic robberies, and Holy Name Cathedral near some crime hotspots.

Guests get off the bus at key locations to walk the final steps of John Dillinger, gaining insight into his last moments. These walks are brief but impactful, providing a closer connection to Chicago’s underworld figures. The neighborhoods visited include River North, Streeterville, Gold Coast, Lincoln Park, Old Town, Loop, and Magnificent Mile—each with its own unique character and history.

More Great Tours Nearby

Viewing the St. Valentine’s Day Massacre Site

A major highlight is viewing the site of the St. Valentine’s Day Massacre, one of Chicago’s most infamous crime scenes. The tour provides context about the prohibition-era gang wars that shaped much of Chicago’s reputation. While the site itself is now a location on the street, the storytelling surrounding it is vivid, and the guide shares details about the gang conflict between Al Capone and Bugs Moran.

Travelers can use their cameras to capture memorable photos of the surroundings and reflect on the violence that once unfolded there. This stop exemplifies how the tour blends history, architecture, and true crime stories into a compelling narrative.

The Mini Mob Museum and Frank Nitti’s Memorabilia

One of the tour’s unique features is the visit to a mini mob museum. This exhibit showcases gangster Frank Nitti’s safe and address book, offering a rare glimpse into the secretive world of Chicago mobsters. The museum complements the storytelling and provides tangible artifacts related to organized crime.

Guests appreciate this exclusive access, as it adds depth to the tour’s historical context. The museum is well-curated, making it a highlight for those interested in mobster memorabilia and crime history.

Walking Dillinger’s Final Steps and Other Historic Walks

Guests have the opportunity to walk the path that John Dillinger and Hymie Weiss followed just before their deaths. This walk provides a more immersive experience, linking the stories told on the bus with the real locations where historical events occurred.

The tour’s walks are brief but meaningful, connecting visitors to the criminal past of Chicago’s neighborhoods. These excursions help illustrate the danger and drama that defined the city’s early 20th-century crime scene.

Views of Chicago’s Landmarks and Nighttime Cityscape

During the ride, travelers see stunning views of the Chicago skyline, lakefront, and riverfront. The architecture of the city is on display, contrasting the glamour of the city’s buildings with its dark criminal history.

The nighttime setting enhances the atmosphere, giving a mysterious and atmospheric backdrop to the stories. These scenic views are a bonus, making the tour appealing even for those less interested in crime, who want a beautiful city tour with historical tidbits.

Experience Quality and Guide Expertise

Guides are praised for their knowledge and energy. Leah and Javier are examples of guides who bring stories to life, making the experience fun, informative, and engaging. They share detailed insights into Chicago’s crime figures and ensure that guests remain interested throughout the tour.

The interactive nature—with video footage, a crime quiz, and memorabilia—keeps the tour dynamic. The driver is also commended for making the ride smooth and comfortable. Guests consistently mention the value for money, especially with the additional photo opportunities and museum access.

The End of the Tour and Optional Pizza

The tour concludes with a pizza treat, which many guests mention as a pleasant surprise. While not part of the core experience, this small touch adds a casual, friendly finish to the evening. It’s a simple way to unwind and reflect on the stories shared during the tour.

Final Thoughts: A Unique Look into Chicago’s Crime Scene

The Chicago Crimes Night Tour offers an informative, entertaining exploration of the city’s dark history. It combines storytelling, scenic views, and historical artifacts into a well-rounded experience suitable for history buffs, true crime enthusiasts, and architecture lovers alike.

While the short duration and steps for some stops might be limitations for certain guests, the value for money and guide expertise make this tour a worthy choice. It’s especially ideal for those who want a nighttime adventure that’s both fun and educational with memorable photo opportunities.

Frequently Asked Questions

Is there an age restriction for this tour?
The description does not specify age restrictions, but the content focus on crime history and the dark themes suggest it’s suitable for most ages, with some discretion advised for young children.

Can I join if I have mobility issues?
The tour includes steps and stairs for some stops, and the bus is not equipped with an electronic lift, so it may not be suitable for guests with mobility challenges.

Are food and drinks allowed during the tour?
No, food and drinks are not permitted on the bus, ensuring cleanliness and safety for all guests.

What’s included in the ticket price?
The ticket covers the climate-controlled bus ride, live guide, video footage, souvenir pamphlet, crime quiz, and access to the mini museum.

How long in advance should I book?
Booking ahead of time is recommended, especially since seating is first-come, first-served and spots fill quickly.

What makes this tour different from other city tours?
This tour specializes in Chicago’s criminal history, with exclusive artifacts and stops at notorious crime scenes, offering a unique perspective beyond typical sightseeing tours.

You can check availability for your dates here: More Great Tours Nearby