John Milius Director, Writer Warren Oates John Dillinger Actor Ben Johnson Melvin Purvis Actor Michelle Phillips Billie Frechette Actor Cloris Leachman Anna Sage Actor Harry Dean Stanton Homer Van Meter Actor Geoffrey Lewis Harry Pierpont Actor John P. Ryan Charles Mackley Actor Richard Dreyfuss Baby Face Nelson Actor Steve Kanaly Pretty Boy Floyd Actor John Martino Eddie Martin Actor Roy Jenson Samuel Cowley Actor Frank McRae Reed Youngblood Actor Jerry Summers Tommy Carroll Actor Terry Leonard Theodore 'Handsome Jack' Klutas Actor Roland "Bob" Harris Ed Fulton Actor Buzz Feitshans Producer Samuel Z. Arkoff Executive Producer Lawrence Gordon Executive Producer Robert Papazian Associate Producer Jules Brenner Cinematographer Fred R. Feitshans Jr. Film Editing Barry De Vorzon Original Music Trevor Williams Art Director Charles Pierce Set Decoration Mike Fenton Casting Fred Roos Casting