



by Chicago Crime Tours and Experiences LLC
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$98This 90-minute to 2-hour bus tour in Chicago covers key crime scenes and neighborhoods tied to the city’s mob history. The tour begins outside 163 E. Pearson Street, where a guide introduces figures such as Al Capone, John Dillinger, Frank Nitti, and Bugs Moran. Guests can get off the luxury climate-controlled bus to visit sites like the St. Valentine’s Day Massacre location and other notable gangster spots. The route includes a drive through neighborhoods including Streeterville, River North, Gold Coast, Lincoln Park, Old Town, the Loop, and the Magnificent Mile. Along the way, the coach passes landmarks like the Museum of Contemporary Art Chicago, John Hancock Center, and North Avenue Beach. Stops also allow for photo opportunities at the Biograph Theatre and the Chicago River from State Street Bridge. Visitors will enter a mini mob museum featuring Nitti’s vault and historic bootlegging tunnels. The tour passes Holy Name Cathedral and the site of the 1929 St. Valentine’s Day Massacre. The guide provides live narration in English, historic video footage, and an exclusive crime quiz. The tour concludes near the Historic Water Tower, a survivor of the Great Chicago Fire. A keepsake brochure with special offers is provided. All inclusions depend on availability, and gratuities are not included.
163 E. Pearson Street
The tour starts and ends outside 163 E. Pearson Street, at the southeast corner of Michigan Avenue and Pearson. Guests learn about Chicago gangsters like Al Capone, John Dillinger, Frank Nitti, Dean O'Banion, and Bugs Moran. The guide highlights famous gangster shootout sites such as the St. Valentine's Day Massacre, the handshake murder, and the tunnels and safe used by 'The Enforcers.' Visitors can get off the bus to explore these historic crime scenes.
15 min
Water Tower Place
The meeting point is across from Water Tower Place shopping mall in Chicago’s Near North Side. Guests board a luxury climate-controlled coach here to begin the 1.5 to 2-hour crime history tour.
Museum of Contemporary Art Chicago
The tour drives by the Museum of Contemporary Art, a major institution offering modern art exhibitions. It is located near the tour’s start and end points and represents a notable cultural site in Chicago.
The Magnificent Mile
The coach passes along the Magnificent Mile.
John Hancock Center
Guests view the John Hancock Center skyscraper located in the historic Streeterville neighborhood while on the bus.
Abraham Lincoln Park
The tour route includes a drive through Lincoln Park and its surrounding neighborhood, noted for its historic and natural features.
North Avenue Beach
The bus drives by.
Biograph Theatre
The bus stops for about 10 minutes at the Biograph Theatre, a well-known crime scene from Chicago’s gangster era.
10 min
Oz Park
The coach drives by Oz Park on the way to the site of the St. Valentine’s Day Massacre.
Chicago River
Guests view the Chicago River, the city skyline, and a historic speakeasy from the State Street Bridge during a 5-minute stop.
5 min
Thirty Five E Wacker
The tour drives by the Jewelers Building and historic landmark building.
5 min
Nitti’s Vault and Mob Museum
Visitors enter a location featuring Nitti’s vault, a mob museum, and historic bootlegging tunnels, spending about 10 minutes inside.
10 min
Holy Name Cathedral
The tour passes Holy Name Cathedral and stops for about 7 minutes at the 1929 St. Valentine’s Day Massacre site. This was the scene of a violent conflict between Al Capone’s South Side gang and Bugs Moran’s North Side gang, resulting in the murder of seven mob members. Guests also walk part of the route taken by gangsters John Dillinger and Hymie Weiss before their deaths, with detailed narration from the guide. The coach then returns to the Near North Side to end the tour.
7 min
Historic Water Tower
The tour finishes across from the Historic Water Tower, one of the few buildings that survived the Great Chicago Fire of 1871. This landmark is often open to visitors before or after the tour.
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.
End point
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.




by Chicago Crime Tours and Experiences LLC
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$98This 90-minute to 2-hour bus tour in Chicago covers key crime scenes and neighborhoods tied to the city’s mob history. The tour begins outside 163 E. Pearson Street, where a guide introduces figures such as Al Capone, John Dillinger, Frank Nitti, and Bugs Moran. Guests can get off the luxury climate-controlled bus to visit sites like the St. Valentine’s Day Massacre location and other notable gangster spots. The route includes a drive through neighborhoods including Streeterville, River North, Gold Coast, Lincoln Park, Old Town, the Loop, and the Magnificent Mile. Along the way, the coach passes landmarks like the Museum of Contemporary Art Chicago, John Hancock Center, and North Avenue Beach. Stops also allow for photo opportunities at the Biograph Theatre and the Chicago River from State Street Bridge. Visitors will enter a mini mob museum featuring Nitti’s vault and historic bootlegging tunnels. The tour passes Holy Name Cathedral and the site of the 1929 St. Valentine’s Day Massacre. The guide provides live narration in English, historic video footage, and an exclusive crime quiz. The tour concludes near the Historic Water Tower, a survivor of the Great Chicago Fire. A keepsake brochure with special offers is provided. All inclusions depend on availability, and gratuities are not included.
163 E. Pearson Street
The tour starts and ends outside 163 E. Pearson Street, at the southeast corner of Michigan Avenue and Pearson. Guests learn about Chicago gangsters like Al Capone, John Dillinger, Frank Nitti, Dean O'Banion, and Bugs Moran. The guide highlights famous gangster shootout sites such as the St. Valentine's Day Massacre, the handshake murder, and the tunnels and safe used by 'The Enforcers.' Visitors can get off the bus to explore these historic crime scenes.
15 min
Water Tower Place
The meeting point is across from Water Tower Place shopping mall in Chicago’s Near North Side. Guests board a luxury climate-controlled coach here to begin the 1.5 to 2-hour crime history tour.
Museum of Contemporary Art Chicago
The tour drives by the Museum of Contemporary Art, a major institution offering modern art exhibitions. It is located near the tour’s start and end points and represents a notable cultural site in Chicago.
The Magnificent Mile
The coach passes along the Magnificent Mile.
John Hancock Center
Guests view the John Hancock Center skyscraper located in the historic Streeterville neighborhood while on the bus.
Abraham Lincoln Park
The tour route includes a drive through Lincoln Park and its surrounding neighborhood, noted for its historic and natural features.
North Avenue Beach
The bus drives by.
Biograph Theatre
The bus stops for about 10 minutes at the Biograph Theatre, a well-known crime scene from Chicago’s gangster era.
10 min
Oz Park
The coach drives by Oz Park on the way to the site of the St. Valentine’s Day Massacre.
Chicago River
Guests view the Chicago River, the city skyline, and a historic speakeasy from the State Street Bridge during a 5-minute stop.
5 min
Thirty Five E Wacker
The tour drives by the Jewelers Building and historic landmark building.
5 min
Nitti’s Vault and Mob Museum
Visitors enter a location featuring Nitti’s vault, a mob museum, and historic bootlegging tunnels, spending about 10 minutes inside.
10 min
Holy Name Cathedral
The tour passes Holy Name Cathedral and stops for about 7 minutes at the 1929 St. Valentine’s Day Massacre site. This was the scene of a violent conflict between Al Capone’s South Side gang and Bugs Moran’s North Side gang, resulting in the murder of seven mob members. Guests also walk part of the route taken by gangsters John Dillinger and Hymie Weiss before their deaths, with detailed narration from the guide. The coach then returns to the Near North Side to end the tour.
7 min
Historic Water Tower
The tour finishes across from the Historic Water Tower, one of the few buildings that survived the Great Chicago Fire of 1871. This landmark is often open to visitors before or after the tour.
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.
End point
Bus pickup OUTSIDE 163 E. Pearson (SE side of Pearson St and Michigan Ave). Report 15 minutes early for check-in. Bus departs on time. Look for the tour guide at the bus.