Cheyenne, a wealthy former rock star (Penn), now bored and jaded in his retirement embarks on a quest to find his father's persecutor, an ex-Nazi war criminal now hiding out in the U.S. Learning his father is close to death, he travels to New York in the hope of being reconciled with him during his final hours, only to arrive too late. Having been estranged for over 30 years, it is only now in death that he learns the true extent of his father's humiliation in Auschwitz at the hands of former SS Officer Aloise Muller - an event he is determined to avenge. So begins a life-altering journey across the heartland of America to track down and confront his father's nemesis. As his quest unfolds, Cheyenne is reawakened by the people he encounters and his journey is transformed into one of reconciliation and self discovery. As his date with destiny arrives and he tracks down Muller, Cheyenne must finally decide if it is redemption he seeks ...
| Sean Penn | Cheyenne |
| Frances McDormand | Jane |
| Judd Hirsch | Mordecai Midler |
| Eve Hewson | Mary |
| Kerry Condon | Rachel |
| Harry Dean Stanton | Robert Plath |
| Margaret O'Reilly | Supermarket Girl #2 |
| Joyce Van Patten | Dorothy Shore |
| David Byrne | Himself |
| Mairin O'Donovan | Old Lady in Bank |
| Olwen Fouere | Mary's Mother |
| Shea Whigham | Ernie Ray |
| Liron Levo | Richard |
| Master Deng | Chinese Tai Chi Teacher |
| Simon Delaney | Jeffery |
| Jane Myers | Jeffrey's Girlfriend |
| Heinz Lieven | Aloise Lange |
| Seth Adkins | Jimmy |
| Maureen Hughes | Casting |
| Heather Fedyk | Elevator Woman #1 |
| Laura Rosenthal | Casting |
| Iris Frank | Elevator Woman #2 |
| Danielle O'Brien | Supermarket Girl #1 (as Danielle O'Brian) |
| Peter Carey | Saks Clerk |
| Will Oldham | Composer |
| Sarah Carroll | Woman on Ship |
| Ron Coden | Gun Shop patron |
| Luca Bigazzi | Cinematographer |
| Bern Cohen | Rabbi Cohen |
| Cristiano Travaglioli | Editor |
| Tim Craiger | Cowboy Airport Passenger |
| Stafford Douglas | Ping Pong Kid's Friend |
| Bill Hoffinger | Funeral Elderly Man |
| Nancy Doetsch | Concert Attendee |
| Davis Gloff | Gun Shop Owner |
| Grant Goodman | Tommy |
| Kris Graverson | Saks Shopper |
| Robert Herrick | Airport Business Man |
| Jann Hight | |
| Nana Ansah | Parking Attendant |
| Julia Ho | Saks Elavator Woman |
| Sarab Kamoo | Saks Woman |
| Patricia Hicok | Reception Woman (as Pricia Hicok) |
| Sam Keeley | Desmond |
| Kef Lee | Concert Attendee |
| Madge Levinson | Jackie |
| Emma Lock | Telecommunicator (voice) |
| Ross Mac Mahon | Coffee Waiter |
| Frank Adakai | Indian |
| Andrea Mellos | Elevator Woman #3 |
| Ricky Neeble | Pool Man |
| Gordon Michaels | Tattoo Mike |
| Antonio Monda | Man on the bench - Central Park |
| Gavin O'Connor | Bank Employee |
| Fritz Weaver | Cheyenne's Father (voice) |
| Inga R. Wilson | Ernie Ray's Wife |
| Elli | Rabbi Elli |
| Jer O'Leary | Bereaved Father in Cemetery |
| Nancy Lynette Parker | Concert Attendee (as Nancy Doetsch) |
| Richard 'Rick' Bobier | Airport Businessman (uncredited) |
| Bronwyn Reed | Elevator Brunette |
| Irene O'Brien | Art Director |
| Johnny Ward | Steven |
| Stefania Cella | Production Designer |
| Pennie-Marie Hawkins | Bar Patron (uncredited) |
| Dooner | Art Director |
| Dave Krieger | Batman (uncredited) |
| Roya Parivar | Set Decorator |
| Jessica McLarty | Shopper (uncredited) |
| Karen Patch | Custome Designer |
| Luisa Abel | makeup department head |
| Ralph H. Meyer | Airport Businessman (uncredited) |
| Eileen Buggy | key hair stylist |
| Barack Obama | Himself (voice) (archive footage) (uncredited) |
| Clifton Chippewa | hair stylist |
| Jamie Oliver | Himself (archive footage) (uncredited) |
| Elizabeth Cortez | additional hairstylist |
| Sarah Palin | Herself (archive footage) (uncredited) |
| Amber Crowe | additional makeup artist |
| Mark C. Schwarz | Funeral Atendee (uncredited) |
| Lora Gianino | additional hair stylist |
| Joseph Smith | Club Security (uncredited) |
| Jessica Y. Hernandez | additional makeup artist |
| Danielle O'Brian | Supermarket Girl #1 |
| Kim Santantonio | head of hair department |
| Diana Sikes | key hair stylist: New York |
| Jay Wejebe | key makeup artist |
| Jose Zamora | key hair stylist |
| Davide Bertoni | first assistant director |
| Brinton Bryan | key second assistant director |
| Daisy Cummins | second assistant director: Ireland |
| Lyndzi Doyle | daily assistant director |
| Conor Flannery | trainee assistant director |
| Dave Halls | second assistant director: US |
| Anna Harrison | third assistant director: Ireland |
| Nicola Long | trainee assistant director: Ireland |
| Kevin O'Lution | trainee assistant director: Ireland |
| Sonja Otto | trainee assistant director |
| Johnathon Quinlan | trainee assistant director |
| Kamen Velkovsky | second assistant director: New York |
