Is the tour suitable for children?

The tour is best suited for ages 12 and up due to the nature of the stories and walking involved.

How long does the tour last?

The walking tour typically lasts about 2 hours, covering key historical locations.

Is the tour wheelchair accessible?

Most of the route is accessible, but some alleys and uneven surfaces may pose challenges.

Comfortable shoes, weather-appropriate clothing, and a flashlight if desired.

Are tickets available in advance?

Yes, booking online is recommended to secure your spot.

What if the weather is bad?

The tour operates rain or shine; dress appropriately for current weather conditions.

Chicago's Original Gangster Tour | City Tour in Chicago | Guided Tour, History Tour, Attraction | City Tour | Guided Tour

Adventure Brief

Step into Chicago’s crime history on the original gangster tour by Untouchable Tours. Discover legendary stories and hidden locations that defined an era of prohibition and gangsters. This walking tour blends history and thrill—perfect for adventure seekers with a curiosity for Chicago’s past.

2 hours

moderate

From $53.55

Chicago’s history is woven with tales of crime, power, and resilience, and what better way to uncover these stories than on the original gangster tour through the Windy City? This immersive experience takes visitors beyond the typical city sights, plunging into the gritty underworld of 1920s speakeasies, notorious gangsters, and historic crime scenes. Founded by Untouchable Tours, this journey is a rare opportunity to walk in the footsteps of figures like Al Capone and learn the colorful history that shaped Chicago’s identity. The tour’s route covers iconic locations such as the former headquarters of the Chicago Outfit, legendary alleyways, and abandoned vaults, each echoing with whispers of the past. Guides bring stories to life with expert storytelling, blending historical facts with urban legend, and offering insights into how crime and law enforcement intersected during Chicago’s Prohibition era.

What makes this tour standout is its ability to turn local history into a vivid narrative that appeals to both history buffs and thrill-seekers alike. It’s a behind-the-scenes look at the city’s criminal past, intertwined with Chicago’s rise as an industrial powerhouse. The tour is designed to appeal to adventure seekers with a taste for true crime stories, providing not just entertainment but an educational perspective on urban history. Taking place at night, it offers a different ambiance—shadows lengthen, and the city’s neon glow sets an atmospheric stage for stories of notorious figures and clandestine activities. Visitors should come ready for an engaging walk through history, with sturdy footwear and an open mind. Whether you're a local eager to learn or a visitor craving authentic Chicago stories, this gangster tour promises a captivating glimpse into the city’s darker side, making it a must-try for thrill-wise travelers.

About Untouchable Tours

Untouchable Tours is a Chicago-based tour company that designs and operates guided tours and local experiences in and around Chicago, Illinois. The company focuses on delivering on-the-ground exploration of Chicago neighborhoods, landmarks, and cultural points of interest for visitors and residents alike. They serve travelers seeking curated city walks, sightseeing routes, and private group outings tailored to local interests and pacing.

Untouchable Tours works with local guides who know Chicago's history, architecture, food scene, and cultural highlights. The company lists offerings that accommodate different group sizes and interests, and it provides scheduling and booking information for each experience through direct contact and online channels. Untouchable Tours is listed on The Adventure Collective, which helps travelers find locally operated outdoor and urban experiences.

By concentrating operations in Chicago, Untouchable Tours aims to provide consistent, place-based knowledge and easy access to iconic and off-the-beaten-path locations. The company's materials and listings emphasize clear descriptions, meeting points, and practical details to help guests plan their visit. When booking, guests can expect straightforward information about each scheduled tour and how to confirm reservations.

Untouchable Tours maintains an online presence that includes listings and contact details for prospective guests. The business name, location, and public listings make it verifiable for travelers researching guided tours in Chicago. For visitors seeking local expertise and organized city experiences, Untouchable Tours provides a focused, Chicago-centered option. Booking details, availability, and up-to-date schedules appear on the company's public listings and contact channels to support planning. Interested guests should consult listings directly.