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Ethan Hawke Sheriff Pat Garrett Dane DeHaan Billy 'The Kid' Bonney Jake Schur Rio Cutler Leila George Sara Cutler Adam Baldwin Bob Orlinger Chris Pratt Grant Cutler Charlie Chappell Billy Wilson Clint Obenchain Tom Pickett Chris Bylsma Charlie Bowdre Chad Dashnaw Dave Rudabaugh Ben Dickey Jim East Tait Fletcher Bill Cutler Hawk D'Onofrio Oran Moler Diana Navarrete Manuela Samantha Zajarias Paulita Maxwell Vincent D'Onofrio Sheriff Romero David Devereaux First Reporter Rachel Singer Cricket (Whore) Jenny Gabrielle Mirabel Howard Ferguson Jr. Tall Man Santo Militello Butcher Keith Jardine Paul Jankowski Dillon D. Jordan Second Guard Joseph Santos James Bell Leslie Fleming-Mitchell Bank Clerk Joe Berryman Older Doctor Douglas Bennett Gauss Efrain Villa Mexican Worker Stafford Douglas John Poe Merritt C. Glover Singing Painted Lady MorningStar Angeline Young Whore Jacob Browne Bartender David Christian Welborn Father Georgia Kirshenbaum Stagecoach Daughter Cameron Thurlow Stagecoach Son Carlos Amorin Young Mob Leader Thomas Wingate T. Wingate Danielle Haynes Mother Rose Cordova Mother Maxwell (uncredited) Rachel de la Torre Hispanic School Teacher (uncredited) Yvette Fazio-Delaney Wash lady (uncredited) Shannon Henderson Herrera Brothel Woman #2 (uncredited) David Hight Santa Fe Policeman (uncredited) Sarah Murrey Townsperson (uncredited) J. Nathan Simmons Townsperson (uncredited) Rip Lowe Christian Dalton Townsman (uncredited)