| Actor Name | Character Name |
| Jeff
Bridges Chris Cooper Tobey Maguire David McCullough Paul Vincent O'Connor Michael Ensign James Keane Valerie Mahaffey David Doty Kingston DuCoeur Michael O'Neill Annie Corley Michael Angarano Ed Lauter Gianni Russo Sam Bottoms Royce D. Applegate William Hollick Joe Rocco Jr. Dyllan Christopher Anthony Klingman Elizabeth Banks Gary Stevens Danny Strong William H. Macy Eddie Jones Chris McCarron |
Charles
Howard Tom Smith Red Pollard Narrator Bicycle Supervisor Steamer Owner Car Customer Annie Howard Land Broker Sam Mr. Pollard Mrs. Pollard Young Red Pollard Charles Strub Alberto Gianini Mr. Blodget Dutch Doogan Bug Boy Jockey Bug Boy Jockey Frankie Howard Boxing Match Referee Marcela Howard George Woolf Young Jockey Tick Tock McGlaughlin Samuel Riddle Charley Kurtsinger |
