In Prohibition-era Chicago, the corrupt sheriff and south-side racketeer Guy Gisborne (Peter Falk), knock off the boss Big Jim.
Everyone falls in line behind Guy except Robbo (Frank Sinatra), who controls the north side. Although he’s outgunned, Robbo wants to keep his own territory.
A pool-playing dude from Indiana and the director of a boys’ orphanage join forces with Robbo; and, when he gives some money to the orphanage, he becomes the toast of the town as a hood like Robin Hood.
Meanwhile, Guy schemes to get rid of Robbo, and Big Jim’s heretofore unknown daughter Marian (Barbara Rush) appears and goes from man to man trying to find an ally in her quest to run the whole show.
Robbo
Frank Sinatra
John
Dean Martin
Will
Sammy Davis Jr.
Allen A. Dale
Bing Crosby
Guy Gisborne
Peter Falk
Marian
Barbara Rush
Sheriff Potts
Victor Buono
Six Seconds
Hank Henry
Sheriff Glick
Robert Foulk
Vermin
Allen Jenkins
Tomatoes
Jack La Rue
Blue Jaw
Robert Carricart
Twitch
Joseph Ruskin
Hatrack
Phil Arnold
Soupmeat
Harry Swoger
Charlie Bananas
Bernard Fein
Director
Gordon Douglas
