The Chicago: Mob and Crime Bus Tour offers visitors an unparalleled glimpse into the city’s notorious past. Led by expert guides, the tour takes attendees on a 1.5-hour journey through the heart of Chicago’s criminal underworld. From the site of the infamous St. Valentine’s Day Massacre to the final steps of bank robber John Dillinger, the tour provides an immersive experience that allows participants to walk in the footsteps of infamous figures like Al Capone. With archival footage and an informative pamphlet, the tour promises a comprehensive exploration of the city’s criminal history. Those looking to uncover the dark secrets that lurk beneath Chicago’s surface won’t want to miss this captivating excursion.
Key Points
- The 1.5-hour luxury bus tour explores Chicago’s criminal and mobster history, led by a professional local expert guide providing live commentary.
- Participants visit famous crime scenes from the 19th century to the present day, including sites associated with notorious criminals like Al Capone and John Dillinger.
- The tour includes stops at historic landmarks such as the Biograph Theatre and Clark Street Bridge, where participants can walk in the footsteps of infamous criminals.
- The tour provides an opportunity to view archival video footage and receive an informative pamphlet with photos related to the city’s criminal history.
- The tour includes a crime quiz to test participants’ knowledge of famous Chicago criminals and their roles, historic crime scenes, and the outcomes of famous showdowns between law enforcement and the mob.
Tour Overview

The Chicago Mob and Crime Bus Tour offers a 1.5-hour luxury bus exploration of the city’s criminal and mobster history, led by a professional local expert guide who provides live commentary throughout the experience.
Highlights of the tour include the site of the infamous St. Valentine’s Day Massacre, the final path of notorious gangster John Dillinger, and the historic Chicago criminal courthouse.
Participants will see famous crime scenes from the 19th century to present day, as well as visit sites associated with notorious criminals like Al Capone.
The tour also includes stops at historic landmarks, the opportunity to walk in the footsteps of Dillinger and Hymie Weiss, and the chance to view archival video footage and receive an informative pamphlet with photos.
You can also read our reviews of more tours and experiences in Chicago.
Tour Experiences

On the tour, participants can take in famous Chicago crime scenes from the 19th century up to the present day. They’ll visit sites associated with notorious criminals like Al Capone and John Dillinger.
The tour also includes stops at historic landmarks such as the Biograph Theatre and Clark Street Bridge, where participants can get off the bus to walk the path of Dillinger and Hymie Weiss. Throughout the experience, attendees will view historic video footage and receive an informative pamphlet with photos.
The tour offers:
- A glimpse into Chicago’s criminal past and the notorious figures who shaped it.
- The opportunity to stand in the footsteps of legendary mobsters and outlaws.
- A unique perspective on the city’s rich history through the lens of its dark underbelly.
Tour Logistics

This tour operates in an enclosed, climate-controlled bus to ensure a comfortable experience for participants.
Guests can select their desired date and check availability online before reserving their spot. Cancellations are permitted up to 24 hours in advance with no penalty. To book the tour, customers have the option to reserve now and pay later.
The tour lasts 90 minutes and is led by a professional, English-speaking guide who provides live, interactive commentary. Participants receive an informative pamphlet with photos and have the opportunity to test their knowledge with a crime quiz.
However, there are no bathroom breaks or food and drink allowed on the vehicle.
Included in the Tour

Included in the 90-minute tour are a professional driver, a live interactive tour guide who provides commentary in English, and stops at famous Chicago crime sites.
Guests also receive historic video footage, an informative pamphlet with photos, and an opportunity to test their knowledge with a crime quiz.
The tour offers several engaging experiences:
- View video footage of historic criminal activity.
- Receive a detailed pamphlet with photographs of notable crime scenes.
- Challenge your understanding of Chicago’s notorious past with a fun crime quiz.
Whether you’re a history buff or simply curious about the city’s criminal underbelly, this tour provides a captivating glimpse into Chicago’s shadowy past.
More Great Tours NearbyImportant Information

Although the tour doesn’t provide restroom breaks, participants can expect a comfortable, climate-controlled bus experience.
Food and drinks aren’t permitted on the vehicle, as the focus is on providing an immersive, informative journey through Chicago’s notorious criminal past.
Video recording is also not allowed during the tour, ensuring that guests can fully engage with the live commentary and historical footage presented by the professional guide.
With these guidelines in place, the tour aims to deliver a seamless and engaging exploration of the city’s darkest chapters, without any disruptions or distractions.
Guests can simply sit back, listen, and learn about the iconic figures and events that have shaped Chicago’s enduring criminal legacy.
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Notorious Criminals

The tour’s focus on notorious criminals like Al Capone and John Dillinger provides guests with an up-close look at the infamous figures who left an indelible mark on Chicago’s criminal underworld.
Visitors will learn about:
Al Capone’s rise to power as the notorious boss of the Chicago Outfit, and his involvement in the violent gang wars that plagued the city during the Prohibition era.
John Dillinger’s notorious bank robberies and bold escapes from law enforcement, which captivated the public’s imagination and cemented his status as a Depression-era folk hero.
The grisly St. Valentine’s Day Massacre, where Capone’s men gunned down seven of Dillinger’s associates in a brutal display of mob violence.
Historic Crime Scenes

The tour takes visitors to iconic crime scenes that have etched their place in Chicago’s storied history of lawlessness and violence.
Guests will stand at the site of the infamous St. Valentine’s Day Massacre, where Al Capone’s henchmen gunned down seven members of a rival gang in a brutal display of mob power.
They’ll also retrace the final steps of notorious bank robber John Dillinger, who was shot and killed by the FBI outside the Biograph Theatre.
Along the way, the tour explores historic landmarks like the Clark Street Bridge, where Hymie Weiss, Capone’s rival, was assassinated in a hail of bullets.
Through these vivid recreations, the tour brings Chicago’s criminal past to life.
Crime Quiz

Capping off the tour, participants can test their knowledge of Chicago’s criminal history through an interactive crime quiz. The quiz features a series of thought-provoking questions that challenge guests to recall the details they learned throughout the excursion.
The quiz covers three key areas:
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Identifying famous Chicago criminals and their roles in the city’s notorious underworld.
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Matching historic crime scenes with the specific events that took place there.
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Determining the outcomes of some of the most famous showdowns between law enforcement and the mob.
Frequently Asked Questions

Can We Customize the Tour for Our Group’s Interests?
Yes, the tour operator may be able to customize the experience for specific group interests. Guests can inquire about modifications, such as additional stops or tailored commentary, when booking the tour.
Is the Tour Suitable for Families With Young Children?
The tour may not be suitable for families with young children. It focuses on Chicago’s criminal history and includes visits to crime sites, which some parents may deem inappropriate or uncomfortable for younger audiences. Alternative family-friendly tours may be more appropriate.
Does the Tour Include Any Stops to Purchase Souvenirs?
The tour does not include any stops to purchase souvenirs. The focus is on exploring Chicago’s criminal history through various sites and landmarks, without providing opportunities for souvenir shopping during the 90-minute experience.
Is the Tour Accessible for Individuals With Mobility Challenges?
The tour may not be fully accessible for individuals with mobility challenges, as it does not provide bathroom breaks or allow participants to get off the bus at all stops. Those with accessibility needs should inquire about accommodations prior to booking.
Can We Bring Our Own Snacks and Beverages on the Tour?
Unfortunately, no outside food or drinks are allowed on the tour. The tour operates in an enclosed bus, and the company policy prohibits bringing any personal snacks or beverages. Passengers must refrain from consuming any outside items during the tour.
Chicago: Mob and Crime Bus Tour
Recap
The Chicago: Mob and Crime Bus Tour offers a captivating exploration of the city’s notorious past. Led by expert guides, the tour takes visitors through famous crime scenes, providing an immersive experience that allows them to explore the city’s criminal history.
From the St. Valentine’s Day Massacre to the final path of John Dillinger, the tour offers a comprehensive look at the city’s infamous figures and their legacies.
























