
138 minutes
11/24/1999
Ride with the Devil follows four people who are fighting for truth and justice amidst the turmoil of the American Civil War. Director Ang Lee takes us to a no man's land on the Missouri/Kansas border where a staunch loyalist, an immigrant's son, a freed slave, and a young widow form an unlikely friendship as they learn how to survive in an uncertain time. In a place without rules and redefine the meaning of bravery and honor.

Skeet Ulrich
as Jack Bull Chiles

Tobey Maguire
as Jake Roedel

Jewel
as Sue Lee Shelley

Jeffrey Wright
as Daniel Holt

Simon Baker
as George Clyde

Jonathan Rhys Meyers
as Pitt Mackeson

Tom Wilkinson
as Orton Brown

Jim Caviezel
as Black John

Tom Guiry
as Riley Crawford

Jonathan Brandis
as Cave Wyatt

Matthew Faber
as Turner Rawls

Stephen Mailer
as Babe Hudspeth

John Ales
as Quantrill

Zach Grenier
as Mr. Evans

Margo Martindale
as Wilma Brown

Mark Ruffalo
as Alf Bowden

Celia Weston
as Mrs. Clark
Jeremy W. Auman
as Guard
Scott Sener
as Guard
Glenn Q. Pierce
as Minister
Kathleen Warfel
as Mrs. Chiles

David Darlow
as Asa Chiles
Zan McLeod
as Wedding Musician - Guitar
John Whelan
as Wedding Musician - Accordian
Roger Landes
as Wedding Musician - Mandolin
Jeffrey Dover
as Wedding Musician - Drummer
Tyler Johnson
as Wedding Musician - Drummer
Kelly Werts
as Wedding Musician - Fiddle
Michael W. Nash
as Horton Lee, Sr.

John Judd
as Otto Roedel

Don Shanks
as George
Jay Thorson
as Ted
Dean Vivian
as Storekeeper
Cheryl Weaver
as Storekeeper's Wife
Amber Griffith
as Clark Girl
Ric Averill
as Federal at Farm
Buck Baker
as Federal at Farm
Donna Thomason
as Mrs. Evans
Cassie Mae Sears
as Mary Evans
Martin E. Liebschner, Jr.
as Encampment Singer
Marvin Schroeder
as Encampment Musician
Steve Price
as Encampment Musician
David L. Asher
as Encampment Musician

James Urbaniak
as Poker Player

David Rees Snell
as Poker Player
Dave Wilson
as Quantrill's Lieutenant
Larry Greer
as Federal Captain
Kevin Fewell
as Federal Lieutenant

John Durbin
as Skaggs
Michael Owen
as Federal Recruits Captain
Jim Shelby
as Southern Gentleman
Addison Myers
as Southern Gentleman
Michael Linsley Rapport
as Drunk Raider
Joseph Moynihan
as Mr. Riggs
Jennie Nauman
as Mrs. Riggs
Christine Brandt
as Pleading Woman
Bill Grivna
as Dulinski

Nora Denney
as Elderly Woman
Harry Gibbs
as Old Man
Clayton Vest
as Young Boy
Roger Denesha
as Lawrence Raider
Jacob Kozlowski
as Lawrence Raider
David Lee Burnos, Jr.
as Lawrence Raider
Jennifer Ackland
as Grace Shelley Chiles
T. Max Graham
as Reverend Wright

Sean Whalen
as Clark Boy