Lewis Milestone Director, Producer Frank Sinatra Danny Ocean Actor Dean Martin Sam Harmon Actor Sammy Davis Jr. Josh Howard Actor Peter Lawford Jimmy Foster Actor Angie Dickinson Beatrice Ocean Actor Richard Conte Anthony Raymond "Tony" Bergdorf Actor Cesar Romero Duke Santos Actor Patrice Wymore Adele Ekstrom Actor Joey Bishop "Mushy" O'Connors Actor Akim Tamiroff Spyros Acebos Actor Henry Silva Roger Corneal Actor Ilka Chase Mrs. Restes Actor Buddy Lester Vince Massler Actor Richard Benedict "Curly" Steffens Actor Jean Willes Mrs. Gracie Bergdorf Actor Norman Fell Peter Rheimer Actor Clem Harvey Louis Jackson Actor Hank Henry Mr. Kelly Actor Charles Meredith Mr. Cohen Actor Red Skelton Gambler Actor Shirley MacLaine Tipsy Girl Actor George Raft Jack Strager Actor Don "Red" Barry McCoy Actor Murray Alper Deputy Actor Joan Staley Helen Actor George E. Stone Proprietor Actor Harry Brown Screenwriter Charles Lederer Screenwriter William H. Daniels Cinematographer Philip W. Anderson Film Editing Nelson Riddle Original Music Nicolai Remisoff Art Director Howard Bristol Set Decoration Howard Shoup Costume Design Jack Settipane Casting