David Carradine

Character: Cole Younger

Keith Carradine

Character: Jim Younger

Robert Carradine

Character: Bob Younger

James Keach

Character: Jesse James

Stacy Keach

Character: Frank James

Dennis Quaid

Character: Ed Miller

Randy Quaid

Character: Clell Miller

Kevin Brophy

Character: John Younger

Harry Carey, Jr.

Character: George Arthur

Christopher Guest

Character: Charlie Ford

Nicholas Guest

Character: Bob Ford

Shelby Leverington

Character: Annie Ralston

Felice Orlandi

Character: Mr. Reddick

Pamela Reed

Character: Belle Starr

James Remar

Character: Sam Starr

Fran Ryan

Character: Mrs. Samuel

Savannah Smith Boucher

Character: Zee

Amy Stryker

Character: Beth

James Whitmore Jr.

Character: Mr. Rixley

John Bottoms

Character: Mortician

West Buchanan

Character: McCorkindale

Edward Bunker

Character: Chadwell

Martina Deignan

Character: Shirley Biggs

Allan Graf

Character: Bank Customer Graf

Chris Mulkey

Character: Vernon Biggs

Thomas Myers

Character: Gallatin Bank Cashier

Marlise Karlin

Character: Wilhelmina

Glenn Robards

Character: Doctor

Tim Rossovich

Character: Pitts

Lin Shaye

Character: Kate

Gary Watkins

Character: Bank Teller Heywood

Peter Jason

Character: The Pinkertons

Duke Stroud

Character: The Pinkertons

Steve Chambers

Character: The Pinkertons

William Traylor

Character: The Pinkertons

J. Don Ferguson

Character: Preacher

Hugh McGraw

Character: Singer

Prentiss Rowe

Character: Sheriff Rowe

Stuart Mossman

Character: Engineer

Mitch Greenhill

Character: Guitarist

Bill Bryson

Character: Banjo Player

Tom Sauber

Character: Fiddle Player

Jimmy Medearis

Character: Farmer

Edgar McLeod

Character: Photographer

Luis Contreras

Character: Man at the Bar

Kalen Keach

Character: Little Jesse

R.B. Thrift

Character: Archie Samuel

Ry Cooder

Character: Wedding Band Guitar Player (uncredited)

George D. Miklos

Character: Clogger (uncredited)

Bill Rampley

Character: Cowboy / Posse (uncredited)

Michael Lackey

Character: Gustavson