James Best
as
Cole Younger
Richard Long
as
Frank James
Frank Mills
as
Raider
George Chandler
as
Willie
David Winning
Director
Ava Grace Cooper
as
Annie Roberts
Lucie Guest
as
Ashley Carter
Ryan Paevey
as
Richard Belmont
Trevor Lerner
as
Willie
Keenen Ivory Wayans
Director
Anne-Marie Johnson
as
Cherry
Marlon Wayans
as
Pedestrian
Robert Townsend
as
(uncredited)
Kadeem Hardison
as
Willie
Doug Liman
Director
Tom Cruise
as
Barry Seal
Jed Rees
as
Louis Finkle
Jesse Plemons
as
Sheriff Downing
Mike Pniewski
as
Willie
Michael Dinner
Director
Douglas Seale
as
Brother Domenic
John Heard
as
Brother Timothy
Wallace Shawn
as
Father Abruzzi
Mel Winkler
as
Willie
Alvin Rakoff
Director
Michael Caine
as
Bridegroom
Jackie Collins
as
English Girl
Joan Sims
as
Miriam - Phone Operator in Taxi Office
Cyril Shaps
as
Willie
Rupert Friend
as
Ludo
Clare Higgins
as
Mrs Meyer
Timothy Bateson
as
Summers
Michael Culkin
as
Willie
Shawn C. Phillips
as
Jared
Julie Kendall
as
Rosemarie Foster
Patrick Bergin
as
Arthur Thompson
John Hannah
as
Tam McGraw
Denis Lawson
as
Willie