Colin Farrell
Role: Jesse James
Scott Caan
Role: Cole Younger
Ali Larter
Role: Zerelda "Zee" Mimms
Gabriel Macht
Role: Frank James
Gregory Smith
Role: Jim Younger
Harris Yulin
Role: Thaddeus Rains
Kathy Bates
Role: Ma James
Timothy Dalton
Role: Allan Pinkerton
Will McCormack
Role: Bob Younger
Terry O'Quinn
Role: Rollin H. Parker
Nathaniel Arcand
Role: Comanche Tom
Ty O'Neal
Role: Clell Miller
Joe Stevens
Role: Loni Packwood
Barry Tubb
Role: Captain Malcolm
Jack Watkins
Role: Detective
Tom Schuster
Role: Union Officer
Lee Ritchey
Role: Bank Manager
Robin Christian-McNair
Role: Woman
Ed Geldart
Role: Old Man Tucker
Craig Erickson
Role: Deputy
Mark Walters
Role: Engineer
Michael Stephen Costello
Role: Senator
Jack Gould
Role: Head Teller
Brady Coleman
Role: Driver
Richard Andrew Jones
Role: Pastor
Muse Watson
Role: Burly Detective
Lane Thomas Wilson
Role: Boy Soldier
Ron Hayden
Role: Union Lieutenant
Riley Flynn
Role: Union Commander
Joe Brown
Role: Pinkerton Commander
Shawn Patrick Nash
Role: Hangman
Jessica M.E. Nitsch
Role: Loni's Girl
Big Skinny Brown
Role: Harlan (uncredited)
Pei-San Brown
Role: Saloon Girl (uncredited)
Anne Carr
Role: Gang Horse Rider (uncredited)
Steve Crawford
Role: Troublemaker (uncredited)
Frank G. Curcio
Role: Hold-up Victim (uncredited)
Lisa Del Dotto
Role: Townsfolk (uncredited)
Jeremy Denzlinger
Role: Hyperion Townsfolk (uncredited)
Troy Dillinger
Role: Pinkerton / Sniper (uncredited)
Kirk Hunter
Role: Townsfolk (uncredited)
David Jachin Kelley
Role: Sharpshooter (uncredited)
Marvin Schroeder
Role: Pinkerton Man (uncredited)
Chris Warner
Role: Railroad Worker (uncredited)
Gena West
Role: Townsfolk (uncredited)
Paul Wright
Role: Civil War Veteran (uncredited)