Chicago, once known as the ‘Windy City,’ is also famous for its dark and intriguing history as a center for organized crime. With the ‘Chicago: Private 3-Hour Al Capone Gangster Tour,’ visitors have the opportunity to step back in time and enjoy the world of gangsters and prohibition-era speakeasies. Led by a knowledgeable historian guide, this tour takes participants to iconic sites that were once the playgrounds of notorious mobsters.
From hearing the gripping stories of the St. Valentine’s Day Massacre to sitting in Al Capone’s booth at the Green Mill, this tour offers an unforgettable glimpse into the world of Chicago’s infamous gangsters. But what other secrets lie hidden within the city’s shadowy past?
Good To Know

- The tour offers free cancellation up to 24 hours in advance and the option to reserve now and pay later, providing flexibility for travelers.
- The duration of the tour is 3 hours, allowing for a comprehensive exploration of Chicago’s gangster history.
- A knowledgeable historian guide leads the tour, providing expert insights into the city’s mob past and sharing true stories behind the sites visited.
- The tour highlights include visiting significant locations such as the St. Valentine’s Day Massacre site, Al Capone’s booth at the Green Mill, and the location where John Dillinger was assassinated.
Tour Details

When it comes to the Chicago Gangster Tour, the devil is in the details. This tour offers a unique opportunity to explore the dark and fascinating history of Chicago’s infamous gangsters. Led by a knowledgeable guide, you will visit sites important to mafia history and former gangster hangouts.
One of the tour highlights is sitting in Al Capone’s booth at the Green Mill, immersing oneself in the legendary gangster’s influence on Chicago. Travelers will also have the chance to see the location where John Dillinger was assassinated by the FBI and visit the infamous St. Valentine’s Day Massacre site.
Throughout the tour, the guide will share the true stories behind the city’s mob past, providing insight into the lives of famous gangsters in history. With its engaging and informative approach, the Chicago Gangster Tour is a must-do for anyone interested in the city’s criminal past.
Tour Experience

Enjoy the dark and intriguing world of Chicago’s infamous gangsters on the Chicago Gangster Tour. This unique experience allows you to visit sites important to Chicago mob history and explore former gangster hangouts.
Led by a historian guide with expert knowledge of Chicago’s gangster history, you’ll learn the true stories behind the city’s mob past.
During the 3-hour tour, you’ll have the opportunity to visit old speakeasies, historic hotels, and even the theater where Dillinger was caught. You’ll also see crime scenes immortalized in vintage news footage and visit the infamous St. Valentine’s Day Massacre site.
One of the tour highlights is sitting in Al Capone’s booth at the Green Mill, a famous hangout for gangsters.
Transportation for the tour is provided in luxury vehicles such as the Mercedes S 550 Sedan, Cadillac Escalade, Mercedes Sprinter, or Mini Coach Bus, depending on the size of your group. Wheelchair accessible transportation is also available.
Don’t miss this chance to explore Chicago’s rich mob history and explore the famous hangouts of its most notorious gangsters.
Full Description of the Tour

Step back in time and uncover the captivating world of Chicago’s notorious gangsters on the Chicago Gangster Tour. This 3-hour tour takes you on a journey through the city’s dark and intriguing past, with a historian guide who’s expert knowledge of Chicago’s mafia history.
Here is a full description of the tour:
Visit old speakeasies and historic hotels, where you’ll learn about the secret world of illegal drinking during Prohibition.
Explore crime scenes immortalized in vintage news footage, including the theater where infamous gangster John Dillinger was caught by the FBI.
See the infamous St. Valentine’s Day Massacre site, where seven members of the North Side Gang were brutally murdered.
Sit in Al Capone’s booth at the Green Mill, a popular jazz club that was once a favorite hangout for gangsters.
Learn about the North Side Gang’s audacious attack on Al Capone’s motorcade, an event that shook the city.
Get set for an immersive experience that will transport you to the era of Chicago’s most notorious criminals.
Tour Highlights

As you continue your journey through the captivating world of Chicago’s notorious gangsters on the Chicago Gangster Tour, get ready to uncover the most intriguing highlights of this immersive experience.
One of the tour highlights is the infamous St. Valentine’s Day Massacre site, where you can stand at the exact spot where the brutal event took place.
You’ll also have the opportunity to sit in Al Capone’s booth at the Green Mill, a historic jazz club that was once a hub of his criminal empire.
Another highlight is visiting the location where John Dillinger, one of the most famous gangsters of all time, was assassinated by the FBI.
Throughout the tour, you’ll explore venues where gangsters used to operate, including speakeasies, and learn about the North Side Gang’s audacious attack on Al Capone’s motorcade.
Enjoy the rich history of Al Capone’s criminal empire and the Mafia’s influence in Chicago’s past on this unforgettable tour.
More Great Thing To Do NearbyTransportation Options

For convenient and comfortable transportation during your Chicago Gangster Tour, a variety of options are available to suit the size and needs of your group. Whether you prefer to travel by public transportation or have your own vehicle, there are plenty of choices to ensure a smooth and enjoyable experience. Here are some transportation options to consider:
Public transportation: Take advantage of Chicago’s extensive public transportation system, including buses and trains, to easily navigate the city and reach your tour destinations. It’s a convenient and cost-effective way to travel, allowing you to learn about the local atmosphere.
Parking options: If you prefer to drive, there are several parking options available near the tour sites. From street parking to nearby parking garages, you’ll find a range of choices to accommodate your needs. Just make sure to check for any parking restrictions or fees before you arrive.
Private transportation: To add a touch of luxury and comfort to your tour, private transportation options are also available. Choose from a Mercedes S 550 Sedan, Cadillac Escalade, Mercedes Sprinter, or Mini Coach Bus, depending on the size of your group. Enjoy a hassle-free experience with pickup service from any location within Chicago city limits.
Wheelchair accessibility: For those with mobility needs, wheelchair accessible transportation is provided to ensure everyone can fully enjoy the tour experience.
Luxury accommodation: Regardless of the transportation option you choose, rest assured that luxury accommodation will be provided for your private group. Sit back, relax, and let the expert guides take you on a thrilling journey through Chicago’s gangster history.
With these transportation options, you can focus on enjoying the fascinating tales of Al Capone and other notorious gangsters while exploring the city’s historic sites. So, whether you prefer to travel by public transportation, drive yourself, or opt for private transportation, rest assured that your Chicago Gangster Tour will be a convenient and comfortable experience.
Luxury Accommodation and Pickup Service
If you’re looking to add a touch of luxury and convenience to your Chicago Gangster Tour, look no further than the luxury accommodation and pickup service provided for your private group. When you book this tour, not only do you get to explore the fascinating world of Chicago’s gangster history, but you also get to enjoy the benefits of a pickup service and luxurious accommodation options.
The pickup service is designed to make your experience as seamless as possible. No need to worry about transportation logistics or finding your way to the starting point. The tour operator will pick you up from any location within Chicago city limits, ensuring that you and your group can relax and focus on immersing yourselves in the rich history of the city’s notorious gangsters.
Along With the pickup service, luxury accommodation options are available for your private group. Whether you prefer the elegance of a Mercedes S 550 Sedan, the spaciousness of a Cadillac Escalade, the comfort of a Mercedes Sprinter, or the convenience of a Mini Coach Bus, there’s an option to suit your needs and preferences.
Additional Information
When planning your Chicago Gangster Tour, keep in mind that private group tours have been available since 2019, providing an exclusive and personalized experience for you and your companions.
Here are some additional details to help you plan your tour:
Free cancellation is available up to 24 hours in advance for a full refund, giving you flexibility with your travel plans.
You have the option to reserve now and pay later, allowing you to keep your payment options open.
The tour duration is 3 hours, giving you ample time to explore the city’s mob history.
Check availability to see the starting times that best suit your schedule.
A live tour guide is available in both English and Chinese, ensuring that you have a knowledgeable and engaging experience.
With private tour availability and flexible payment options, you can easily tailor your Chicago Gangster Tour to your preferences.
Don’t miss out on this opportunity to explore the fascinating world of Chicago’s gangster history.
Bookings and Reviews

Visitors rave about the Chicago Gangster Tour, praising its engaging guides, immersive experience, and fascinating insights into the city’s notorious mob history. The booking process for this tour is simple and convenient. Travelers can reserve their spot now and pay later, allowing for flexibility in their travel plans. Plus, there’s a free cancellation option available up to 24 hours in advance, ensuring peace of mind.
Customer satisfaction is a top priority, with verified bookings from satisfied travelers and helpful reviews from GetYourGuide users. These reviews provide valuable feedback for potential customers, helping them make informed decisions about booking the tour.
With a focus on delivering an exceptional experience and meeting customer expectations, the Chicago Gangster Tour continues to garner positive reviews and high customer satisfaction ratings.
Common Questions
Are There Any Age Restrictions for the Al Capone Gangster Tour in Chicago?
There are no age restrictions for the Al Capone Gangster Tour in Chicago. The tour schedule is flexible, allowing visitors of all ages to explore the city’s mob past and learn about its notorious gangsters.
Can I Bring My Own Food and Drinks on the Tour?
Bringing snacks and beverages is allowed on the tour, but there may be restrictions on outside food. It’s a BYOB policy, so guests can bring their own drinks. Enjoy the experience with some refreshments!
Is Photography Allowed During the Tour?
Yes, photography is allowed during the tour. Capture memories of the infamous gangster sites and historic landmarks. Don’t miss the chance to snap pictures of the St. Valentine’s Day Massacre site and Al Capone’s booth at the Green Mill.
Are There Any Restroom Facilities Available During the Tour?
Yes, there are restroom facilities available during the tour to ensure convenience for all participants. The tour also offers accessibility for disabled individuals, providing wheelchair accessible transportation and accommodations for a comfortable experience.
Are There Any Souvenirs or Merchandise Available for Purchase During the Tour?
Yes, there are souvenir options and a merchandise selection available for purchase during the tour. Visitors can choose from a variety of items related to Chicago’s gangster history, allowing them to take home a piece of the experience.
The Sum Up
Step back in time and learn about the captivating world of Chicago’s notorious gangster history with the ‘Chicago: Private 3-Hour Al Capone Gangster Tour’.
Led by a knowledgeable historian guide, this tour takes you to the sites that were once important to mafia history and former gangster hangouts.
From the St. Valentine’s Day Massacre site to Al Capone’s booth at the Green Mill, you’ll uncover the true stories behind Chicago’s mob past.
Don’t miss out on this unforgettable experience! Book your tour now and discover the dark side of the Windy City.
You can check if your dates are available here: