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
