Robin and the 7 Hoods 1964

Set in Prohibition era Chicago, bootlegger Robbo and his cronies refuse to pay the greedy Guy Gisborne a cut of their profits after Guy shoots mob boss Big Jim and takes over. When Big Jim's daughter, Marian, gives Robbo a large sum, believing he has avenged her father's death, the gangster donates to an orphanage, cementing his reputation as a softhearted hood.

Cast:

Frank Sinatra
Robbo 

Dean Martin
Little John 

Edward G. Robinson
Big Jim Stevens 

Peter Falk
Guy Gisborne 

Bing Crosby
Allen A. Dale 

Sammy Davis Jr.
Will Scarlet