Viator Rating : 5 (3174 reviews)
Dyvarcity Score : 7.6/10 (Solid Experience)
Chicago
Chicago Crime Tour: Mobsters & Gangsters Bus Adventure
Overview
Chicago Crime and Mob Bus Tour: Step back in time and explore Chicago's notorious past. This bus tour takes guests on a journey through the city's most infamous crime scenes, bringing to life the stories of legendary gangsters like Al Capone and the Chicago Mob. See where these events really happened.
What to Expect: The tour includes stops at historic landmarks such as the Biograph Theater, where John Dillinger met his end, and the site of the St. Valentine's Day Massacre. You will see famous Chicago neighborhoods such as the Magnificent Mile and Lincoln Park. Get off the bus for photo opportunities. See Michigan Avenue and Pearson Street, Water Tower Place, Museum of Contemporary Art, Magnificent Mile, John Hancock Center, Lincoln Park, Biograph Theatre, Route to St. Valentine's Day Massacre Site, State Street Bridge, Jewelers Building, Nitti's Vault, St. Valentine's Day Massacre Site, and Historic Water Tower.
What's Included: A climate-controlled bus ensures a comfortable ride as a live tour guide shares captivating stories and historic video footage. Plus, guests get a keepsake brochure with special offers. What's Excluded: Gratuity is not included. There is no restroom on board, and no food and drinks are allowed on the bus. 
Experience DNA Fingerprint
Scores are shown on a scale of 1 to 10, 1 = lowest score, 10 = highest score.
What People Love
Safety (8 - Secure) : Strong feeling of safety and control
Upsell Risk (8 - Transparent) : No upsells or hidden costs
Logistics (8 - Seamless) : Smooth and well executed
Guide Quality (9 - Exceptional) : Engaging and memorable
Guide Reliability (9 - Dependable) : On time with strong follow-through
What to Watch Out For
Crowd Density (6 - Standard) : Normal crowd, some waiting or tight spots
Mobility (7 - Moderate) : Some effort required
Pacing (7 - Uneven) : Inconsistent or mixed pacing
Instagram Factor (6 - Scenic) : Some good photo moments
Highlights
Explore Chicago's Underworld: Discover the real stories behind Chicago's most famous gangsters and crime scenes.
See Historic Landmarks: Visit infamous locations like the Biograph Theater and the St. Valentine's Day Massacre site.
Comfortable Transportation: Travel in style on a luxury, climate-controlled bus with stops along the way.
Live, Interactive Tour Guide: Enjoy captivating stories and historic video footage shared by an expert guide.
Sentiment Analysis
Customers say the tour guides are very knowledgeable and engaging.
-
Many reviewers highlight the fascinating true crime stories shared on the tour.
-
Guests appreciate the stops at historical landmarks and photo opportunities.
-
The tour provides a unique and entertaining way to learn about Chicago's history.
Some customers mention the lack of restrooms on the bus as an inconvenience.
-
A few reviewers found it difficult to hear the guide at times.
The Journey
Michigan Avenue and Pearson Street
Begin your gangster-era exploration at the intersection of Michigan Avenue and Pearson Street, the starting point for a deep dive into Chicago's mob history. Here, outside 163 E. Pearson Street, you'll step back in time to uncover the stories of infamous figures like Al Capone, John Dillinger, and Bugs Moran. This location marks the gateway to discovering the city's most notorious crime scenes and understanding the impact of organized crime on Chicago.
Water Tower Place
Meet across from Water Tower Place, a landmark shopping mall in Chicago's Near North Side. This bustling location serves as the launchpad for your exploration of Chicago's criminal history. From here, you'll board a comfortable coach and journey through the city's past, uncovering tales of notorious gangsters and infamous crimes that shaped Chicago's identity from the 19th century to today.
Museum of Contemporary Art
Located just steps from the tour's starting and ending points, the Museum of Contemporary Art (MCA) offers a world-class cultural experience. Before or after your journey into Chicago's criminal past, immerse yourself in modern and contemporary art at this renowned institution. The MCA provides a striking contrast and an enriching complement to the historical explorations of the tour.
Magnificent Mile
Drive along the Magnificent Mile, Chicago's premier shopping destination. While not directly related to the tour's gangster theme, this iconic stretch of Michigan Avenue offers a glimpse into the city's vibrant present. Admire the architectural marvels and upscale shops as you journey between historic crime scenes, experiencing the juxtaposition of Chicago's glamorous facade and its darker past.
John Hancock Center
Marvel at the John Hancock Center (now 875 North Michigan Avenue), a towering skyscraper in the historic Streeterville neighborhood. This architectural icon offers stunning views of the city and Lake Michigan. As you pass by, consider how this modern landmark stands in contrast to the historic sites you'll be exploring, representing Chicago's evolution and enduring spirit.
Lincoln Park
Enjoy a scenic drive through the historic and beautiful Lincoln Park and its surrounding neighborhood. This lush urban oasis provides a peaceful contrast to the gritty tales of gangsters and crime. As you traverse the park, appreciate the blend of natural beauty and architectural charm that defines this vibrant Chicago neighborhood.
Unspecified Location
Drive by, en route to other places on the tour.
Biograph Theatre
Stake out the Biograph Theatre, the site of John Dillinger's dramatic demise. This historic movie palace is where the infamous gangster met his end in a hail of FBI bullets. Reflect on the intense atmosphere of this location and the echoes of a bygone era as you stand where one of America's most notorious criminals met his fate.
Route to St. Valentine's Day Massacre Site
Drive by en route to the St. Valentine's Day Massacre site, steeling yourself for one of Chicago's most notorious events.
State Street Bridge
Enjoy breathtaking views of the Chicago River, skyline, and a historic speakeasy from the State Street Bridge. As you cross this iconic bridge, take in the stunning panorama of the city and reflect on the hidden history of underground bars and illicit activities that once thrived along the riverbanks during the Prohibition era.
Jewelers Building
Pass by the Jewelers Building, a historic landmark building with a rich history. This architectural gem, once a hub for the jewelry trade, adds a touch of elegance to your tour. Admire its unique design and learn about its significance in Chicago's commercial past before continuing your journey into the city's criminal underworld.
Nitti's Vault
Venture inside to see Nitti's vault, a mob museum, and historic bootlegging tunnels, immersing yourself in the clandestine world of Chicago's gangsters. Explore the hidden spaces where illicit activities once took place, gaining a firsthand glimpse into the lives and operations of notorious figures like Frank Nitti and the bootleggers who fueled the Prohibition era.
St. Valentine's Day Massacre Site
Pass by the Holy Name Cathedral and visit the site of the 1929 St. Valentine's Day Massacre, one of Chicago's most infamous crime scenes. Witness the location where Al Capone's gang brutally murdered seven members of Bugs Moran's North Side gang, marking a turning point in the city's gangland wars. Reflect on the violence and power struggles that defined Chicago's Prohibition era as you stand at this chilling landmark.
Historic Water Tower
Conclude the tour across the street from the Historic Water Tower, one of the few surviving structures from the Great Chicago Fire of 1871. This iconic landmark serves as a symbol of Chicago's resilience and rebirth. Before or after the tour, explore this architectural gem and reflect on the city's ability to overcome adversity and rebuild from the ashes.
Know Before You Go
This tour includes exclusive access to a crime quiz, stops on and off the bus, and photo opportunities at infamous crime scenes. You'll be on a luxury, temperature-controlled coach bus, with storage for one foldable wheelchair or stroller. The tour excludes gratuity, which is recommended at $5 per person (or more) via cash or Venmo. There is no restroom on board, and food and drinks are not allowed.
Hot Tip
Some reviewers suggest sitting on the right side of the bus for the best views of certain landmarks. It's also a good idea to bring a water bottle and wear comfortable shoes for the stops where you'll be walking.
Review Summary
People finds this tour highly entertaining and educational, with frequent praise for knowledgeable, passionate, and funny guides dressed in gangster attire, comfortable climate-controlled buses, and vivid storytelling about Al Capone and mob history. Reviewers highlight great photo ops at crime scenes and value for families with older kids, though minor notes mention no onboard restroom or food/drinks.[1][2][4]
This page is synthesized and developed by Dyvarcity Team
More like this
Chicago
$35
Chicago's Dazzling Architecture: Interiors Walking Tour
5.0
(1475 reviews)
Duration: 120
minutes
Original Chicago Architecture Interiors Tour: Dazzling Interiors takes guests on a journey through some of the city's most breathtaking interior spaces. Many people pass by these hidden gems every day without realizing what's inside. This walking tour, led by an experienced local guide, reveals the stunning beauty within.
Guests will explore architectural wonders, from turn-of-the-century stained glass mosaics to soaring Art Deco designs from the Roaring 20s. Key stops include the iconic Art Deco Building, Surprise Interiors, and the Chicago Cultural Center. Each location offers a unique glimpse into Chicago's rich history and artistic heritage.
The tour includes a knowledgeable local guide who provides insights and stories about each location. Gratuities are not included. Prepare to be amazed by the hidden beauty that lies within Chicago's architectural treasures.
Chicago
$35
Uncover Chicago's Dark Past: A Murder Mystery Adventure!
5.0
(724 reviews)
Duration: 120
minutes
The Chicago Murder Mystery Tour blends history and intrigue as you solve a fictional crime. Explore famous neighborhoods, delve into true crime legends, and play detective. Enjoy interactive gameplay and souvenir mugshot photos. Perfect for history buffs and true crime fans seeking a unique, immersive city experience, requiring walking and observation skills.
Chicago
$85.5
Chicago Art Institute: Skip-the-Line Private Tour
5.0
(271 reviews)
Duration: 150
minutes
Private Art Institute of Chicago Skip-the-Line Guided Tour. This is a special walking tour for people who love art and want to see the best pieces at the Art Institute of Chicago without waiting in long lines. The tour is just for the group and a guide, so it feels personal.
What to Expect: The tour visits famous artworks like 'Paris Street, Rainy Day' and 'Sunday on La Grande Jatte'. People will also see 'Nighthawks' and 'The Old Guitarist'. The guide shares stories about the art and artists. The Art Institute of Chicago is a very big museum with lots of famous art. It has art from all over the world and different times in history.
This private tour lasts for 2.5 hours and includes a professional tour guide just for the group. It also includes all entrance fees. The tour is wheelchair friendly. This tour does not include hotel pickup or drop-off, but the guide suggests using UBER or a taxi. Gratuities (tips) are not included in the price.
Chicago
$89
Chicago's Best Bites: A Delicious Bike & Brews Tour
4.9
(731 reviews)
Duration: 270
minutes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour lets people taste all the best Chicago foods on two wheels! This 4 1/2-hour guided bike tour, led by the experts at Bobby’s Bike Hike, takes riders on a fun and yummy adventure. It was even ranked in the Top 20 tours in the world by TripAdvisor!
The easy 13-mile ride explores Chicago's famous eats, including deep-dish pizza and a Chicago-style hot dog. Sample local craft beers while seeing cool spots like the Gold Coast, Lincoln Park, and Wrigleyville, home of the Chicago Cubs. Night tours light up with Buckingham Fountain, Millennium Park, and downtown sights. Pedal along the Lakefront Trail, a top bike path, and discover the heart of Chicago.
This experience includes an expert local guide, a water bottle to stay hydrated, a bicycle, a helmet for safety, and delicious food and beer samples. The tour does not include the suggested $15 guide gratuity per person, payable via cash, Venmo, or PayPal. Get ready to roll, taste, and learn on this unforgettable Chicago adventure!
Chicago
$35
Chicago Crime & Architecture Walking Tour
5.0
(326 reviews)
Chicago Architecture and True Crime History Tour offers a thrilling exploration of Chicago's iconic skyline intertwined with its intriguing, sometimes dark, past. Inspired by 'Devil in the White City,' this guided walking tour unveils secrets hidden within architectural marvels and overlooked landmarks that are typically missed by boat tours.
Participants can anticipate venturing to significant sites, including the Marshall Field's Building (Macy's on State Street), a testament to architectural grandeur, and the modern Chase Tower, learning about their historical and cultural impact on Chicago. Along the way, the tour guide will share true crime stories that will transport participants to another time.
This experience includes the expertise of a local guide, and excludes gratuity. This tour is perfect for those seeking a unique perspective on Chicago's history and architecture.
Chicago
$100.95
Chicago Food, History & Architecture Walking Tour
4.9
(1152 reviews)
Duration: 270
minutes
Chicago in a Day: Explore Food, History, and Iconic Architecture. This walking tour takes people through the heart of Chicago, showcasing its food, history, and buildings. It's a tasty way to see the city and learn some fun facts.
Visitors will walk along the Riverwalk, see the Wrigley Building, and snap photos at Millennium Park by Cloud Gate, also known as 'The Bean'. The tour also explores hidden spots like the Chicago Pedway and the bustling energy of Chicago's Main Artery. Expert local guides share stories about Chicago's past, from the Prohibition era to the Great Fire.
This tour includes stops at the Chicago Theatre, City Hall-County Building and the Loop. It includes Chicago's famous eats like deep-dish pizza, a Chicago-style hot dog, and Italian beef. The tour is limited to a small group of 12, making it personal and relaxed. This experience is run by a certified B Corp, which means they care about ethical and responsible tourism.
Nearby Events
Symphony Center
July 09
8:00 PMAttack on Titan: Symphony from Paradis Chicago
Attack on Titan: Symphony from Paradis brings the iconic anime series to life through an orchestral experience at Chicago's Symphony Center on July 9, 2027. This immersive event transforms the beloved story of humanity's fight for survival into a grand musical performance, combining the series' most memorable moments with a live symphony orchestra. Fans will experience the emotional depth and epic scale that defined the anime phenomenon, now enhanced through classical instrumentation and theatrical presentation.
Attack on Titan revolutionized the anime industry with its complex storytelling, unexpected character development, and philosophical themes about freedom and sacrifice. The series captivated millions worldwide and earned critical acclaim for its animation quality and narrative innovation. Symphony Center, one of Chicago's premier venues, provides the perfect acoustical setting for this orchestral adaptation, offering audiences an unforgettable convergence of visual storytelling and symphonic artistry.
Wrigley Field
July 11
8:00 PMJohn Mulaney: Mister Whatever at Wrigley Field Tickets
John Mulaney’s Mister Whatever Tour brings his signature comedy to Wrigley Field in Chicago, marking the first time the iconic ballpark hosts a headline comedy show. This eagerly awaited event features Mulaney's sharp wit and storytelling, delivering an unforgettable night of laughter in an extraordinary setting.
John Mulaney, an Emmy Award-winning comedian known for his precise humor and career-defining tours, continues to captivate audiences nationwide with his Mister Whatever Tour. Wrigley Field, famed for its historic charm and status as the home of the Chicago Cubs, provides a unique open-air venue that blends classic Americana with live entertainment, enhancing this historic comedy event.
Soldier Field
July 24
7:00 PMKarol G Chicago Concert Tickets - Viajando Tour
Karol G brings her electrifying Viajando por el Mundo Tropitour to Soldier Field in Chicago, delivering a high-energy Latin music experience that celebrates reggaeton's global dominance. The Colombian superstar, known for chart-topping hits like "Tití," "Mamiii," and "Ella Baila Sola," continues her momentum as one of the most streamed female artists worldwide, commanding the stage with infectious rhythms and stadium-sized production.
Karol G's rise to international stardom represents a pivotal moment for reggaeton and Latin trap in mainstream music, with her albums consistently breaking streaming records and redefining what Latin music means on the global stage. Soldier Field, Chicago's iconic 61,500-capacity lakefront venue, provides the perfect setting for this powerhouse performance, known for hosting unforgettable concerts and major sporting events that draw audiences from across North America.
United Center
Aug 03
8:00 PMAriana Grande Tickets Chicago United Center 2026
Ariana Grande's The Eternal Sunshine Tour arrives at Chicago's United Center, delivering a dazzling pop music experience. This highly anticipated 2026 tour supports her seventh studio album, Eternal Sunshine, marking her triumphant return to the stage with a vibrant setlist from both new and classic hits.
The Eternal Sunshine Tour showcases Ariana's iconic vocals and dynamic performance style, combining cinematic visuals with intimate and energetic moments. The United Center, renowned as Chicago's premier arena for top-tier concerts and sporting events, provides an electrifying backdrop for this unforgettable show.
Hard Rock Live Rockford
Aug 07
7:00 PMJo Koy Live at Hard Rock Live Rockford
Jo Koy Live brings the Filipino-American comedy superstar to Hard Rock Live Rockford for an unforgettable night of stand-up laughter. Known for his high-energy storytelling and observational humor drawn from family life and cultural quirks, Jo Koy captivates audiences worldwide with sold-out tours and Netflix specials like 'Live from Seattle' and 'Comin' in Hot'.
Jo Koy's meteoric rise from small clubs to global arenas stems from his relatable routines and impeccable timing, earning him a massive following and Grammy nominations. Hard Rock Live Rockford offers an intimate yet electrifying space perfect for comedy.
NOW Arena
July 11
7:00 PMNJPW G1 Climax 36 at NOW Arena: Get Tickets
New Japan Pro-Wrestling presents G1 Climax 36 at NOW Arena in Hoffman Estates, IL. This prestigious tournament, pro wrestling's ultimate showdown, features top stars battling in intense matches where the winner earns a shot at the IWGP World Heavyweight Championship. NJPW's G1 Climax captivates with athleticism, storytelling, and rivalries that define the sport.
New Japan Pro-Wrestling stands as Japan's premier wrestling promotion, renowned for high-flying action, hard-hitting strikes, and legendary talents like Kazuchika Okada and Hiroshi Tanahashi. The G1 Climax series, now in its 36th edition, showcases block competitions leading to epic finals. NOW Arena, a modern venue in the Chicago suburbs, has hosted major sports and entertainment events.
Chicago Best Things to Do: Concerts, Helicopter & Food Tours
The Chicago skyline is hiding a secret- a ton of them, actually. It’s more than a view: it’s got adventures you're meant to explore. Breathe in the winds and excitement of a helicopter tour, party at top concerts, or dive into food and pizza tours. Walk beside history on a gangster mob tour, take a fireboat or bus tour. Looking to get wild tonight? Find events going on sooner than tomorrow, from EDM to country concerts. Check all your bucket list boxes, and live stories you’ll remember forever.
View Chicago Activities