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The 11 best crime tours of Chicago

Explore the seedy underbelly of Chicago on these fascinating crime tours

Chicago is well known for its towering architecture, amazing restaurants  and beautiful beaches , but the city also has a notorious history of Prohibition-era organized crime and violence. Some of Chicago’s most beautiful streets have dark pasts, and you can explore the oftentimes grisly history on a Chicago crime tour. Guides unearth the city’s darkest stories, and some of them even make stops at local restaurants and bars to help set the scene. While the tours may be a bit eerie, some can be experienced on your own schedule, whether in-person or virtually. Experience Chicago's history hidden in plain sight on the best Chicago crime tours.

RECOMMENDED: Check out the full guide to the best Chicago tours

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Best Chicago crime tours

1.  Chicago Crime and Mob Tour

Follow in the footsteps of infamous gangsters like charming bank robber John Dillinger and Polish mobster Hymie Weiss on this bus tour. You’ll hear stories about the who’s who of Chicago organized crime, drive by a few murder locations and spot the historic courthouse where many criminals were thrown in the clink.

2.  Untouchable Tours' Original Gangster Tour

For more than 30 years, Untouchable Tours has been driving tourists back and forth across the city—not to see sights like the museum campus or the Willis Tower, but instead to see the staircase in front of a church that’s covering up bullet holes and the empty lot where the St. Valentine’s Day Massacre took place. The two-hour tour features guides that take on the persona (and snappy garb) of ’20s gangsters. Guides tell the tales of prohibition-era Chicago and what it was like when gangsters like Al Capone, Bugs Moran and Hymie Weiss walked the streets.

3.  Gangsters and Ghosts Tour in Chicago

The towering skyscrapers and shining facade of Cloud Gate might make the Loop seem glitzy and glamorous, but it was once a hotspot for vice. In the ’20s and ’30s, this nabe was the epicenter of bootlegging and gangbanging in Chicago. Take a walking tour through the area to spy speakeasies, secret underground tunnels and maybe even a ghost or two.

4.  Vice, Crime and Gangsters in Chicago: A Self-Guided Audio Tour

There are endless upsides to taking tours of a city, but there are downsides as well—most notably, not being able to explore at your own pace. That’s not the case with the self-guided Vice, Crime and Gangsters in Chicago tour. The 31-stop audio tour starts at the Dusable Bridge and winds its way through notorious locations in the Loop and River North, including Chicago’s first vice district and the site of the Lager Beer Riot. It’s narrated by professor, urban historian and former journalist Richard Junger, who has written books on Chicago history.

5.  Chicago Night Crimes Tour

See the sites of grisly killings under the dark of night on this evening bus tour. You’ll visit the Biograph Theater where Dillinger met his end, the site of the St. Valentine’s Day Massacre and other infamous locations. The bus even stops at a few historic watering holes like Harry Caray's so you can raise a glass to the city's dearly departed criminals.

6.  Lincoln Park Hauntings Ghost Investigation Tour

On the surface ghost tours and crime tours are two separate entities. But how does one become a ghost? Death. And how does someone’s death become notable enough to end up on a tour? It’s got to have some sort of criminal element, right? This ghost investigation tour is led by a paranormal investigator who takes guests through some of the eeriest locales in Lincoln Park, including the site of the St. Valentine’s Day Massacre. It also offers an opportunity to use paranormal activity-detecting equipment to help you determine if you just saw a ghost or a very exhausted DePaul student.

7.  Private Al Capone Gangster Tour

Al Capone’s trademark look – thick eyebrows, jaunty hat, heavy overcoat and a cigar hanging from his lips – became the basis of the stereotype of the mafia man. Capone got his start in New York as a member of the Five Points Gang before founding the Chicago Outfit and wreaking havoc on the Midwestern city. Follow in his nefarious footsteps on this tour around the city in a private town car – in true mafioso style.

8.  Chicago Prohibition Tour

Speakeasies might be a cutesy drinking trend today, but during Prohibition, they were downright seedy establishments full of corruption and crime. This boozy tour visits four historic bars that still serve Prohibition-era cocktails. Sip old-school drinks as you learn how organized crime outfits built their businesses on booze.

9.  Private Chicago Mafia and Blues Evening Tour

After a long night of making dirty deals and plotting the downfall of their enemies, Chicago mobsters used to unwind with some booze and live music at a mafia-friendly bar. You’ll do the same on this private guided tour that hits several historic landmarks before stopping for a drink at a bar formerly owned by Capone himself.

10.  The Devil in the White City Tour

In addition to a thriving mob community, Chicago was also home to one of the country’s first known serial killers: H. H. Holmes. The insurance scammer and con man lured hundreds of people to the three-story hotel that would later be known as the Murder Castle: a labyrinth of trap doors, peepholes, dead-end stairways, gas chambers and crematorium that he used to murder his victims and dispose of their remains. To this day, authorities still don’t know how many people he might have killed. Learn the disturbing facts of the case on a Weird Chicago walking tour.

11.  Sin and Suds Beer Tour

Booze and crime go hand in hand—especially during Prohibition, when mobsters made a killing running bootlegging operations and underground speakeasies. Discover the deep-seated connection between beer and vice on this tour of several Chicago watering holes, including the bar that holds the oldest liquor license in the city. $62

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Chicago's Original Gangster Tour

Celebrating over 35 years of showing visitors a bang-up time in chicago.

Experience the original Gangster tour in the comfort of a climate controlled Limo Bus!

• Bus pickup is outside on Clark street between Ohio and Ontario Streets
• Meet the bus 10 minutes prior to tour for check-in. Bus departs on time
• Click on  BOOK NOW  to view daily schedule
• Advance reservations are strongly recommended
• Tours take place on the Gangster bus and are 1.5 – 2 hours in duration
• Ask about our children 12 and under discount
• Hour Glass 2 Hours

The Original Chicago Gangster Tour

Take a trip back in time to Prohibition-era Chicago to see the hotspots made famous by Al Capone and his enemies and allies.

About Untouchable Tours

Our guides are actors and take on the persona of a 1920’s gangster. Our gangster guides present an accurate account of the crimes and activities that were going on in Chicago during the 1920s and ’30s (Prohibition Era).

You will hear the exploits of Capone, Moran, Dillinger and the rest of the boys on this unforgettable Chicago crime tour ! Some sites included are: the St. Valentine’s Day Massacre, the Biograph Theatre, and ​Holy Name Cathedral. The tour is educational but very entertaining with prizes at the end!

Visit iconic stops on the “Untouchable Tour”

Paul Gerke of 12 News Arizona spent the morning with the Gangster Guides Friday, May 3 with his piece “Where is Gerke Going.”

The Gangster Guides at Untouchable Tours worked with The Smithsonian Channel™ on the documentary  Drinks, Crime, and Prohibition,  a two-part series that aired June 11 and June 18. Check with your cable provider for the Smithsonian Channel in your area.

See us featured in Kayak.com's recommended attractions!

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Everything about tourist attractions

Chicago’s Crime and Mob Bus Tour – tickets, prices, what to expect, timings

One can’t visit Chicago and not be lured by its history of crime and mobs.

The city arose as a hotbed of organized crime during the country’s Prohibition Era (1920-1933).

The stories of Chicago’s organized crime years have earned a near-mythical stature in pop culture due to movies such as The Untouchables, Road to Perdition, Public Enemy, Paul Muni’s Scarface, and many more.

That’s why tens of thousands of tourists go on the Chicago Crime and Mob Bus Tour every year.

Of all the crime tours, the best is offered by Chicago Crime Tours and Experiences LLC. 

A knowledgeable tour guide takes you through some of Chicago’s most infamous criminal haunts, including Holy Name Cathedral, Biography Theatre, and the site of the brutal St. Valentine’s Day Massacre.

This article covers everything you must know before booking tickets to Chicago’s Crime and Mob Bus Tour.

Top Chicago’s Crime and Mob Bus Tour Tickets

# Crime and Mob Bus Tour tickets # Chicago Gangsters and Ghosts Tour

Table of contents

What to expect, where to book tickets, how do online tickets work, crime and mob boss tour ticket price, crime and mob bus tour tickets, chicago gangsters and ghosts tour, where the crime tour starts, crime and mob bus tour’s timings, how long does the tour take, best time to visit, faqs about chicago mob boss tour.

Hop on a comfortable air-conditioned coach for a 90-minute to two-hour mafia tour, where you learn about Chicago’s gangster background.

Drive around Chicago to see where thugs like Al Capone, The Untouchables, Hymie Weiss, and John Dillinger hung out.

Witness the Chicago downtown area famously known as ‘The Loop,’ where Al Capone’s Chicago outfit arose and operated.

Discover the most infamous crime-ridden neighborhoods in Chicago, including the Magnificent Mile, Lincoln Park, Old Town, Gold Coast, and the Loop, and see the spots that were once hotbeds of mob activity.

Pass by the Holy Name Cathedral and see the site of the horrific St. Valentine’s Day Massacre, where seven members of the Bugs Marone gang were lined against a wall and gunned down by rival mobsters.

You’ll be able to go out and take photos in front of a historic courthouse where some of the most well-known Chicago criminals were tried, as well as engage in many other fun photo ops.

See the various speakeasies (illegal bars) operating during the time, and relive the times with the help of video footage on the bus.

An expert guide will constantly add context to the sites and fill you in with the stories as your bus proceeds through many iconic sites of Chicago.

Tickets for Chicago Crime and Mob Boss Tours  are available online and at the office of the touring agency.

Online ticket prices tend to be cheaper than tickets at the attraction.

When you buy online, you can avoid the long queues at the ticket counters. 

Because the Mob Boss tour can only sell limited tickets due to seating limits, they may sell out during peak days.

Booking early helps avoid last-minute disappointments.

Visit the ticket booking page for the Chicago crime and mob boss tour , select the preferred date and number of tickets, and buy the tickets immediately.

Once you purchase tickets, they get delivered to your email address.

There is no need to get printouts of the ticket. 

Show the e-ticket on your smartphone at the entrance and walk in.

Please carry a valid ID with you.

For Chicago Crime and Mob Bus Tour , the general ticket for all ages three years and above costs US$46

Infants under three are not charged anything.

Alternatively, if you prefer the slow and steady appeal of walking, you can opt for a Gangsters and Ghosts Walking Tour in Chicago

The adult ticket for all ages between 18 and 64 years for this tour costs US$35.

Youths between seven and 17 years old can gain access at US$17

Seniors above 64 can participate at US$25, while kids under seven are not charged anything.

This Chicago’s Crime Tour ticket includes transport in a luxury temperature-controlled coach bus. 

A professional tour guide and chauffeur offers live commentary on board the bus. 

The bus stops at crucial photo opportunities and infamous crime scenes.

You will also pass by many Chicago landmarks besides the crime tour attractions.

This Mob and Crime Bus Tour ticket includes a crime quiz and Historic video footage.

You can cancel this ticket up to 24 hours in advance to receive a full refund.

Ticket Price

Adult ticket (3+ years): US $46

Infants under 3 are not charged anything

Back to Top

This ticket provides you an alternative where you can take a two-hour walking tour of Chicago’s storied underbelly if you do not wish to take a bus tour.

Gangsters and Ghosts Tour in Chicago is a two-in-one tour where you learn the city’s dark history and also about its spooky takes.

It is a history-based guided tour of Chicago’s gangsters and ghost stories right in the famous Chicago Loop Vice District.

A historian takes you around the city’s important landmarks and helps you travel back in time to the Roaring Twenties when the Chicago Loop was a hotbed for bootleggers, speakeasies, and gangsters like Al Capone.

As part of the Ghosts and Gangsters tour of Chicago, you will also visit the Palmer House, Congress Hotel, and Death Alley, which were all once gangster hangouts.

Adult tickets (18 to 64 years) : US$35

Youth Ticket (7 to 17 years) : US$17

Seniors (65+ years) : US$25

Kids (up to 6 years): Free

The coach tour starts from OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Get Directions

The bus is red and yellow, and you must arrive at the pickup spot at least ten minutes early for check-in. The bus leaves on time.

How to reach the starting point by Bus

Michigan and Chicago bus stops are just a two-minute walk away from the pickup spot.

The Superior/Michigan bus stop is just a three-minute walk away

The Pearson and Dewitt bus stop is just a four-minute walk away.

CTA bus lines 22, 36, 146, 147, and 151 stop near the tour starting point.

The Red Line “Chicago Avenue” stop is the closest “EL” train stop, just a six-minute walk away from the pickup spot.

Cars for Rent and Taxis for hire are easily available in Chicago.

Put on Google Maps and navigate to the starting point.

Onsite parking is unavailable, but you can find several parking spots nearby.

Chicago’s Crime and Mob Bus Tour starts four times every day – 10 am, 12 pm, 2 pm, and 4 pm. 

It makes sense to book the tour in advance to get your preferred time slot. 

The Chicago Crime and Mob Boss tour usually takes 90 to 120 minutes to finish.

If you opt for the Chicago Gangsters and Ghosts Walking tour, it will take you two hours.

The best time to reach the pickup point is at least 15-20 minutes before departure.

If you are late, the tour bus is likely to leave you behind, rather than wasting the time of other passengers.

Here are a few FAQs about Chicago’s Crime and Mob boss tours:

You can book your tour online or at the Chicago LLC touring agency offices. However, the most convenient way is to buy your tickets online , as it saves you from the hassle of queues.

If you do not fancy a two-hour bus ride and still want to delve deep into the world of Chicago Gangsters, you can book a Gangsters and Ghosts 2-hour Walking Tour led by an expert guide.

Unfortunately, the tour involves ascending and descending bus stairs and cannot claim to be wheelchair friendly.

The bus tour will not stop for any restroom breaks.

Food and beverages are not allowed on the bus.

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Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters

⭐ Embark on the Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters , a thrilling and distinctive adventure in Chicago, tracing the paths of some of the globe's most renowned criminals and gangsters.

Tickets for Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters 🎫 General Admission

Highlights 🕵️ Learn about globally renowned criminal incidents like the St. Valentine's Day massacre 🚍 Visit well-known crime locations as the bus makes multiple stops 📜 Read a brochure containing valuable information with images

General Info 📅 Dates: select your date and time directly in the ticket selector ⏳ Duration: 2 hours. Please arrive 10 minutes earlier than your scheduled time 📍 Location: Chicago Crime Tours ❓ For this event, all sales are final and tickets can’t be refunded, changed or modified. 

Description Hop aboard the Chicago Crime & Mob Tour and immerse yourself into the gritty realm of Chicago's notorious criminals! Explore authentic crime scenes, listen to captivating anecdotes, and step into the past with interactive commentary, historical footage, and even a quiz. With stops at infamous crime sites both on and off the bus, this is your chance to discover the Windy City in a whole new light. Don't miss out on this unforgettable, adrenaline-pumping adventure if you crave excitement and intrigue—get your tickets for the Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters in Chicago!

Getting there

Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals

163 East Pearson Street, Chicago, 60611

Select date and session

No booking fees

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Chicago police seek man who cut buckles off handicap seats on CTA bus

CHICAGO (CBS) — Chicago police are looking to identify a man wanted for cutting buckles off handicapped seating on a CTA bus last month.  

They say it happened on the #8449 bus on March 18.

The offender was described as a Black man between the ages of 40 to 50 years old.

Anyone with information is asked to contact the Bureau of Detectives – Mass Transit at 312-745-4447. 

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CHICAGO -- The 2024 solar eclipse path of totality crosses several states, and Greyhound is offering special routes for the best view of the celestial phenomenon.

The overall path of totality crosses multiple states where Greyhound operates, including Illinois, Indiana and more.

There are eight hand-selected routes the bus company says offers the best views of the eclipse, with some tickets starting as low as $15.49.

Here are Greyhound's hand-selected eclipse viewing routes and times (all in Central Time):

• Detroit, Mich. to Toledo, Ohio: 7 a.m. - 8:05 a.m., starting at $15.49
• Pittsburgh, Penn. To Cleveland, Ohio: 8:40 a.m. to 11 a.m., starting at $29.49
• Chicago to Indianapolis, Ind.: 8 a.m. to 12:45 p.m., starting at $29.99
• Louisville, Ky. to Evansville, Ind.: 10:30 a.m. to 12:20 p.m., starting at $44
• Nashville to Evansville, Ind: 10:15 a.m. to 11:50 a.m., starting at $36.99
• Memphis, Tenn. to Jonesboro, Ark.: 10:15 a.m. to 11:50 a.m., starting at $17.49
• Oklahoma City, Okla. to Dallas: 6:25 a.m. to 11:25 a.m., starting at $21.49
• Houston to Austin, Texas: 11:25 a.m., starting at $21.99

For more information or to purchase tickets, go to greyhound.com .

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