Tobey Maguire as Red Pollard

David McCullough as Narrator

Jeff Bridges as Charles Howard

Chris Cooper as Tom Smith

Elizabeth Banks as Marcela Howard

Gary L. Stevens as George Woolf

Eddie Jones as Samuel D. Riddle

William H. Macy as Tick Tock McGlaughlin

Royce D. Applegate as Dutch Doogan

Chris McCarron as Charley Kurtsinger

Michael Ensign as Steamer Owner

Jesse Hernandez as Male Mariachi Band

Paul Vincent O'Connor as Bicycle Supervisor

Ed Lauter as Charles Strub

Michael O'Neill as Mr. Pollard

Annie Corley as Mrs. Pollard

Valerie Mahaffey as Annie Howard

Michael Angarano as Young Red Pollard

Dyllan Christopher as Frankie Howard

Matt Miller as Pimlico Starter

Gary Ross as Pimlico Track Announcer

Michael B. Silver as Baltimore Doctor

Jay Cohen as Bugle Player

Cameron Bowen as Pollard Child

Carl M. Craig as Sam

David Doty as Land Broker

James Keane as Car Customer

Mariah Bess as Pollard Child

Noah Luke as Pollard Child

Hans Howes as White Horse Trainer

Finder's Key as Seabiscuit

Kevin Mangold as Saratoga Jockey