Matthew McConaughey

Character: Willis Newton

Skeet Ulrich

Character: Joe Newton

Ethan Hawke

Character: Jess Newton

Vincent D'Onofrio

Character: Dock Newton

Dwight Yoakam

Character: Brentwood Glasscock

Gail Cronauer

Character: Mia Newton

Julianna Margulies

Character: Louise Brown

Jena Karam

Character: Orphan Singer

Casey McAuliffe

Character: Orphan Singer

Regina Mae Matthews

Character: Orphan Fiddler

Lew Temple

Character: Waiter

Charles Gunning

Character: Slim

Glynn Williams

Character: Farmer Williams

Charles 'Chip' Bray

Character: Bank Teller

Chloe Webb

Character: Avis Glasscock

Gary Moody

Character: Crooked Banker

Robert Iannaccone

Character: Tailor

Jennifer Miriam

Character: Catherine

Anne Stedman

Character: Madeline

Marjorie Carroll

Character: Old Woman

Katie Gratson

Character: Young Hotel Clerk

Angie Chase

Character: Kat

Lynn Mathis

Character: Arthur Adams

Becket Gremmels

Character: Lewis

Ken Farmer

Character: Frank Hamer

Scott Roland

Character: Bank Messenger

Rooster McConaughey

Character: Tool Pusher

Ed Dollison

Character: Night Guard

Boots Southerland

Character: Wagon Driver

Bo Hopkins

Character: K.P. Aldrich

Tommy Townsend

Character: Omaha Detective

Mary Love

Character: Hotel Maid

Zeke Mills

Character: Old Usher

Abra Moore

Character: Argosy Ballroom Singer

Lori Heuring

Character: Flapper

Joe Stevens

Character: Bank Association President

Eddie Matthews

Character: Bank Messenger

Jeff Schwan

Character: Bank Messenger

Bo Franks

Character: Barker

Ali Nazary

Character: Thug

Ron De Roxtra

Character: Murray

David Jensen

Character: William Fahy

Brad Arrington

Character: Hobo

Richard Andrew Jones

Character: Engineer

Randy Stripling

Character: Fireman

Harold Suggs

Character: Old Brakeman

Chamblee Ferguson

Character: Head Postal Clerk

F.W. Post

Character: Postal Turkey

Grant James

Character: Gangland Doctor

Mark Fickert

Character: Chicago Sergeant

Kerry Tartack

Character: Chicago Detective

Luke Askew

Character: Chief Schoemaker

Blue McDonnell

Character: Nurse

Eduardo Cavazos Garza

Character: Mexican Cab Driver

Danny Kamin

Character: District Attorney

Ross Sears

Character: Judge

Rebecca Davis

Character: Dancer (uncredited)

K. Todd Lytle

Character: Toronto Bank Clerk (uncredited)

Hallie Martin

Character: Party Girl (uncredited)

Scarlett McAlister

Character: Party Girl (uncredited)

Christopher Meister

Character: Courthouse Reporter (uncredited)

King Orba

Character: Railroad Hobo (uncredited)

Gavin Perry

Character: Party Guest (uncredited)

Vincent James Prendergast

Character: Kid in Movie Theater (uncredited)

Bobby Shue

Character: Theater Attendant (uncredited)

Jenny Tesler

Character: Secretary (uncredited)

Amber Lea Voiles

Character: Joe Newton's Date (uncredited)

Tara Wood

Character: Cigarette Girl (uncredited)