Few cities have a reputation quite as colorful—and criminal—as Chicago. From gangster legends to infamous crime scenes, this Mob and Crime Bus Tour offers a lively way to explore the city’s dark past. We haven’t taken the tour ourselves, but based on extensive reviews and detailed descriptions, it seems like a compelling experience for anyone interested in true crime, architecture, or Chicago history.
What we love about this tour is the combination of engaging storytelling and visual immersion—seeing actual crime scenes from the bus, walking the final steps of John Dillinger, and peering into a mini mobster museum. The friendly, knowledgeable guides seem to make the stories come alive, and the overall value appears quite strong for the price of just $49 per person.
One potential consideration is that the tour is entirely in English, with no translation services, so non-English speakers might find it less accessible. Also, since the bus is not equipped with an electronic lift, travelers with mobility challenges should be prepared for stairs and steps during the walkabouts. Still, this tour offers a fascinating glimpse into Chicago’s notorious history—a perfect choice for true crime buffs, history lovers, and curious travelers alike.
Key Points

- Authentic Crime Scenes: See iconic locations like the St. Valentine’s Day Massacre site and Dillinger’s final steps.
- Expert Guides: Guides are praised for their enthusiasm, humor, and knowledge, making the stories memorable.
- Comfortable Transportation: Ride comfortably in a climate-controlled bus, with plenty of opportunities to take photos.
- Off-Bus Walks: Enjoy walks at key sites, including Dillinger’s last walk and the Biograph Theatre.
- Mini Mob Museum: Explore a small, well-curated museum with gangster artifacts, including Frank Nitti’s safe.
- In-Depth Stories: Learn about figures like Al Capone, John Dillinger, H. Holmes, and others, woven into a lively narrative.
An In-Depth Look at the Chicago Mob and Crime Bus Tour

You can also read our reviews of more tours and experiences in Chicago.
Introduction to the Experience
This 1.5-hour tour promises a rich, story-driven look at Chicago’s criminal past, all from the comfort of a luxury bus. For those curious about infamous gangsters or the city’s Prohibition era landmarks, it offers a concentrated dose of history with plenty of visual cues. We love how the tour balances entertainment and education, making it more than just a drive-by of old crime scenes.
A strong point, according to reviews, is the enthusiasm of the guides. They don’t just recite facts—they bring the era to life with humor, engaging anecdotes, and vivid descriptions. Many visitors note that their guides’ storytelling is a highlight, often calling guides “awesome,” “fabulous,” and “very knowledgeable.”
However, it’s worth noting that the tour is conducted in English, which might be a consideration for non-English speakers or families traveling with children who might not understand everything. Also, since the tour involves walking and stepping in some locations, it’s best suited for those comfortable with light physical activity.
Who This Tour Suits Best
If you’re a history buff, a true crime enthusiast, or a fan of Chicago’s storied past, this bus tour is likely a good fit. The experience especially appeals to those who enjoy visual storytelling, photo opportunities at iconic sites, and a taste of the city’s more rebellious side. It’s also a solid choice for visitors who want a guided overview without the hassle of navigating on foot all day.
The Itinerary: What You’ll See and Experience
The Crime Scene Highlights
The most famous stop is the St. Valentine’s Day Massacre site, where Chicago’s underworld war reached its bloody peak in 1929. While you won’t go inside the building, you’ll see the location and hear the story behind it, gaining context for why Chicago’s gangland era remains iconic today.
Another major highlight is walking the final steps of John Dillinger, America’s most notorious bank robber. The tour guides enhance this experience by describing Dillinger’s last moments, adding drama to the walk. Many reviewers comment that this walk is a standout moment, with one noting, “You get to follow Dillinger’s last walk just before he was shot.”
Crime and Architecture Blend
The tour combines Chicago’s striking architecture—the skyscrapers, historic buildings, and landmarks—with its criminal past. You’ll ride past sites like the Jeweler’s Building and Carbide and Carbon and hear stories of their ties to the mob. The biographical snippets about Al Capone, Frank Nitti, and others make the history tangible.
The Mobster Museum and Hidden Tunnels
The mini mob museum offers a close look at gangster artifacts, including Frank Nitti’s safe and address book. Visitors especially enjoy the exclusive access to Frank Nitti’s belongings, which adds a tangible connection to the past.
The tour also mentions secret Prohibition tunnels, which, while not accessible, add a sense of intrigue to the city’s hidden underworld.
Historic Video Footage and Crime Quiz
Along With the on-location sights, the tour includes historic video footage that brings old crimes to life visually. The interactive crime quiz helps reinforce what you’ve learned, making the experience engaging for all ages—especially those with a competitive streak.
Off-Bus Walks and Photo Opportunities
Getting off the bus at sites like the Biograph Theatre and Holy Name Cathedral allows for better photo opportunities and a more immersive experience. Many reviews highlight how the walks enhance the story, especially when standing at the site of Dillinger’s death or viewing the historic courthouse.
More Great Tours NearbyThe Transportation: Comfort and Practicalities
The tour uses luxury, enclosed, climate-controlled coaches, which means you can relax and focus on the stories without battling weather or traffic. The buses are equipped with microphones, ensuring everyone can hear, even in larger groups. The seating is first-come, first-served, so arriving early is advisable to get a preferred spot.
One important note: the bus is not equipped with an electronic lift, so travelers with limited mobility should be prepared for stairs and walking. Storage for strollers and wheelchairs is available, but access to certain sites might require some steps.
Duration, Timing, and Cost
At only 1.5 hours, the tour offers a compact, engaging snapshot of Chicago’s crime history. It’s usually available in the morning, afternoon, and evening, offering flexibility to fit into your sightseeing schedule.
The $49 price is quite reasonable, especially considering the expert guides, museum access, and photo opportunities. Several reviews confirm that the tour provides good value, with many calling it “interesting,” “fun,” and “well worth the money.”
The Guide and Overall Experience
Multiple reviewers praise the guides’ enthusiasm, humor, and storytelling. Comments like “Our guide was brilliant—needs his own TV show” and “Ethan presents it really well” underscore how crucial the guide’s personality is to the tour’s success.
Most travelers mention how the guides make the stories come alive, blending factual history with lively narration. This helps keep the group engaged and makes the stories memorable.
Authenticity and Respect
While the tour emphasizes the entertainment aspect of Chicago’s crime history, it also treats the stories with respect and context. Many reviews note the balance of humor and seriousness, making it an enjoyable yet educational experience.
Final Thoughts on Value
At $49, this tour offers a comprehensive, entertaining look into Chicago’s underworld. It combines visual landmarks, storytelling, and hands-on exploration—all in just an hour and a half. Given the positive reviews and the depth of content, it seems to deliver great value, especially for those interested in true crime, Chicago history, or architecture.
Who Should Consider This Tour?

This experience is best suited for history buffs, crime story lovers, and those new to Chicago who want a fun overview of the city’s notorious past. If you enjoy guided storytelling, historic sites, and interactive elements, you’ll find plenty to love here. Families with older children, groups of friends, or solo travelers looking for a unique activity will all enjoy this tour.
However, if you’re looking for a more physically active or inclusive experience, or if language barriers are a concern, you might want to explore alternative options or ensure translation needs are met.
FAQs

Is the tour suitable for children?
Most reviews indicate that the tour is appropriate for older children and teenagers, especially those interested in history or crime stories. However, keep in mind it’s a primarily adult-themed story, and some content might be intense for younger kids.
How long is the tour?
The tour lasts approximately 1.5 hours, making it a quick yet informative activity. It often runs in the morning, afternoon, and evening to fit different schedules.
Is transportation comfortable and climate-controlled?
Yes. The bus is described as luxury, enclosed, and temperature-controlled, providing a comfortable environment for viewing and listening.
Are there opportunities to get off the bus?
Yes. The tour includes stops for walking, especially at sites like Dillinger’s final steps and the Biograph Theatre. These walks enhance the experience and provide photo opportunities.
What is the price, and is it worth it?
At $49 per person, the tour is considered a good value, especially given the guides’ lively storytelling, museum access, and scenic views. Many reviews confirm it’s worth the cost.
Are guides knowledgeable and entertaining?
Absolutely. Multiple reviews praise guides for their enthusiasm, humor, and storytelling skills, which greatly contribute to the overall experience.
Is the tour accessible for mobility-impaired travelers?
Not entirely. Since the bus lacks an electronic lift and involves some walking and stairs, travelers with mobility challenges should plan accordingly.
Final Thoughts

The Chicago Mob and Crime Bus Tour provides an engaging, visually appealing, and story-rich experience of the city’s criminal past. With passionate guides and a well-curated route, it’s an excellent way to see some of Chicago’s most infamous sites without exhausting yourself walking all day. It’s particularly suited for those with a curiosity for true crime, gangster lore, or Chicago history, and offers a fantastic mix of storytelling, sightseeing, and interactive fun.
If you’re after a memorable, reasonably priced activity that blends history, architecture, and high-stakes stories, this tour deserves a spot on your Chicago itinerary. Just arrive early, listen closely, and enjoy the vivid tales of a city that’s as fascinating as it is infamous.
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