Stephen Frears Director Woody Harrelson Big Boy Matson Actor Billy Crudup Pete Calder Actor Patricia Arquette Mona Birk Actor Penélope Cruz Josepha O'Neil Actor Sam Elliott Jim Ed Love Actor Robert Knott Jack Couffer Actor Cole Hauser Little Boy Matson Actor Enrique Castillo Levi Gomez Actor Darren E. Burrows Billy Harte Actor Jacob Vargas Delfino Mondragon Actor Sandy Baron Henchman Actor John Diehl Les Birk Actor Craig Carter Art Logan Actor Walter C. Hall Auctioneer Actor James Gammon Hoover Young Actor Will Cascio Chickie Cobain Actor Richard Purdy Bartender Actor Keith Walters Man on Horse Actor Lane Smith Steve Shaw Actor Sarge McGraw Nick the Bartender Actor Rosaleen Linehan Mrs. Matson Actor Rose Maddox Grandmother Actor Bob Tallman Rodeo Announcer Actor Buff Douthitt Rodeo Wrangler #1 Actor H.P. Evetts Rodeo Wrangler #2 Actor Kate Williamson Mrs. Young Actor Katy Jurado Meesa Actor Don Pope Sheriff Fitts Actor Leslie Cook Choreographer , Dancer Actor Monica Sundown Singer at Sano Dance Actor Max Evans Writer Walon Green Screenwriter Tim Bevan Producer Liza Chasin Co-Producer Barbara De Fina Producer Eric Fellner Producer Martin Scorsese Producer Rudd Simmons Executive Producer Carter Burwell Original Music Oliver Stapleton Cinematographer Masahiro Hirakubo Film Editing Patricia Norris Production Design, Costume Design Russell J. Smith Art Director Leslie Morales Set Decoration Victoria Thomas Casting