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Discover Chicago's criminal history on this 1.5-2 hour mafia tour by luxury coach, exploring sites linked to Al Capone, Dillinger, and the St. Valentine's Day Massacre for $49.

The Chicago Crime and Mob Bus Tour offers a compelling look into the city’s notorious gangster history at an accessible price of $49 per person. Spanning approximately 1 hour 30 minutes to 2 hours, this tour takes visitors through the heart of Chicago’s criminal past in a luxury, air-conditioned coach. It’s a popular choice, typically booked 12 days in advance, and recommended by 90% of participants. The tour starts and ends near the Water Tower Place, in Chicago’s Near North Side, making it easy to access via public transportation.
This tour is ideal for history buffs, crime enthusiasts, and anyone curious about Chicago’s infamous mobsters like Al Capone, John Dillinger, and Bugs Moran. While the guided narration shares gripping stories and notable crime scenes, it also offers opportunities to hop off the bus for photos at key locations. With a 4.5/5 star rating from over 2,800 reviews, this experience balances entertainment with factual storytelling, although some reviews mention that the number of stops can feel limited.

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The tour begins across from Water Tower Place, a prominent shopping mall on Michigan Avenue. This central location is convenient for visitors, close to public transit options. Guests are advised to arrive at least 15 minutes early for check-in, as seating is on a first-come, first-served basis. The tour concludes back at the same spot, making logistics straightforward.
Since the bus is not equipped with an electronic lift, it features steps and stairs, which could be a consideration for travelers with mobility challenges. The coach is designed for up to 39 travelers, ensuring a comfortable group size for engaging narration and photo opportunities.

The climate-controlled coach offers a comfortable environment regardless of weather conditions, a feature highlighted positively by many reviews. The vehicle is equipped with audio and video systems to aid storytelling, though some note that audio clarity can be affected when the bus is moving. There are no restrooms onboard, so travelers should plan accordingly.
Guests can utilize storage space for a foldable wheelchair or stroller, adding convenience for those with additional mobility needs. The tour is designed to maximize viewing opportunities, with multiple stops for photos at key crime scenes, and the guide provides video footage and a crime quiz to enrich the experience.

Starting in the Near North Side, the tour guides you through neighborhoods like the Gold Coast, Lincoln Park, Old Town, the Loop, and Magnificent Mile. Along the way, you will drive past notable landmarks such as the Museum of Contemporary Art and John Hancock Center.
The drive-bys include famous crime sites like the Biograph Theater, where the infamous John Dillinger was shot, and the Holy Name Cathedral, which is closely linked to the 1929 St. Valentine’s Day Massacre. The tour also passes the Jewelers Building at Thirty Five E Wacker, and Harry Caray’s Italian Steakhouse, where you can see Nitti’s vault and Prohibition tunnels.

The tour emphasizes notorious crime scenes, including the site of the St. Valentine’s Day Massacre, the bloodiest gangland killing in Chicago history. Your guide offers detailed narration about the fierce rivalry between gangs led by Al Capone and Bugs Moran, along with stories about mobsters like Frank Nitti, Dean O’Banion, and Terrible Tommy O’Conner.
At Holy Name Cathedral, the guide recounts the 1929 gang war that resulted in the deaths of seven mob members. You will also visit the Biograph Theater, famous for Dillinger’s last stand, and observe the prohibition tunnels and mob vaults at Harry Caray’s restaurant, adding depth to Chicago’s underground crime history.

The tour not only focuses on crime scenes but also showcases Chicago’s iconic landmarks. You will have scenic views of the Chicago River and skyline from the State Street Bridge, perfect for photos. Pass by the John Hancock Center in Streeterville, and enjoy drives through historic neighborhoods like Lincoln Park, known for its beautiful architecture.
These stops give a broader context to the city’s development during the era of organized crime, blending urban scenery with historical significance. While the main emphasis remains on crime scenes and mob stories, the route also offers a glimpse into Chicago’s architectural and neighborhood charm.

A key highlight is the drive-by of the Biograph Theatre, a historic site linked to the death of John Dillinger. The theater remains a symbol of gangster legend, and many photographs can be taken from outside. The guide shares fascinating tales of Dillinger’s daring bank robberies and his eventual death in 1934, making this stop especially appealing for crime enthusiasts.
This location is paired with stories of mob hit-man activities and the police chase that ended Dillinger’s crime spree. The narrative ties these moments to the broader Chicago gangster landscape, adding a layer of storytelling for those interested in the lore of American crime history.

The 1929 St. Valentine’s Day Massacre remains the most infamous event on the tour. The coach drives past the site, and the guide offers detailed accounts of the violent gang rivalry that led to the massacre. Guests can hop off to take pictures at the historic courthouse associated with mob trials, adding an interactive element.
The tour also includes viewing the Holy Name Cathedral, a significant religious site that witnessed the gang war unfold nearby. The narration recounts how the violence marked a turning point in Chicago’s organized crime history, helping visitors connect the physical sites with the dramatic stories behind them.
The guides on this tour are known for their knowledgeable and engaging storytelling. Many reviews praise guides like Dane and Jamie for their ability to blend entertaining anecdotes with factual history. They often provide additional resources, such as videos and books, to deepen understanding.
Although some reviews mention that the tour is primarily a drive, with limited stops, the guides’ narration compensates by providing detailed background at each location. Passengers appreciate the interactive elements, like photo opportunities and crime quizzes, which keep the experience lively.
While the majority of the tour consists of drive-bys, there are several stops for short visits and photos. Notable locations like the Holy Name Cathedral and the Biograph Theater are accessible on foot for a few minutes. These stops allow guests to capture images and absorb the atmosphere of historic crime sites.
However, some reviews suggest that more frequent or longer stops could enhance the experience. The current pacing offers a good overview but may leave some wanting additional time for exploration.
Travelers should arrive early at the meeting point, as seating is first-come, first-served. Since the bus lacks an electronic lift, those with mobility issues should consider this before booking. The no restroom policy means bathroom breaks should be taken beforehand.
The tour is best suited for those comfortable with short stops and bus journeys, as the climate-controlled vehicle provides comfort during the narrated drive. Active participation includes getting off for photo sessions, making it ideal for visitors who enjoy a mix of bus touring and on-foot exploration.
This tour offers a cost-effective way to explore Chicago’s most infamous gangster sites in a comfortable setting. The live narration and photo opportunities make it engaging, especially for crime history enthusiasts. The inclusion of famous landmarks alongside notorious crime scenes provides a well-rounded experience.
While some reviews mention limited stops and occasional audio issues, the overall positive ratings and expert guides make this tour a solid choice for anyone interested in Chicago’s criminal past. It’s particularly well-suited for visitors seeking a mix of sightseeing and storytelling within a manageable timeframe.
“We received good information via a brochure and commentary we were hoping for more sights of where action happened.”
How long is the Chicago Crime and Mob Bus Tour?
The tour lasts approximately 1 hour 30 minutes to 2 hours.
Where does the tour start and end?
It begins across from Water Tower Place and ends at the same location in Chicago’s Near North Side.
What is included in the price?
The ticket includes a luxury climate-controlled coach, live guide narration, photo stops, and access to crime-related videos and quizzes.
Are there any stops during the tour?
Yes, there are several stops for photos and exploration, including sites like the Biograph Theater and Holy Name Cathedral.
Is the tour suitable for people with mobility issues?
Since the coach lacks an electronic lift and includes steps and stairs, it may not be ideal for those with mobility challenges.
Can I cancel if my plans change?
Yes, the tour offers free cancellation if canceled at least 24 hours in advance, for a full refund.
Are food and drinks allowed onboard?
No, eating or drinking is not permitted during the tour.
Is the tour family-friendly?
Most travelers can participate, but active participation involves short walks and photo stops, so consider this based on your family’s needs.
How many people typically join the tour?
The maximum group size is 39 travelers, ensuring a more personal experience.
What makes this tour stand out?
The combination of crime scene visits, expert storytelling, and scenic city views make it a unique way to learn about Chicago’s gangster history.