George Clooney
Miles

Catherine Zeta-Jones
Marilyn

Geoffrey Rush
Donovan Donaly

Cedric the Entertainer
Gus Petch

Edward Herrmann
Rex Rexroth

Paul Adelstein
Wrigley

Richard Jenkins
Freddy Bender

Billy Bob Thornton
Howard D. Doyle

Julia Duffy
Sarah Sorkin

Jonathan Hadary
Heinz, the Baron Krauss von Espy

Tom Aldredge
Herb Myerson

Stacey Travis
Bonnie Donaly

Jack Kyle
Ollie Olerud

Irwin Keyes
Wheezy Joe

Judith Drake
Mrs. Gutman

Booth Colman
Gutman Trial Judge

Kristin Dattilo
Rex's Young Woman

Wendle Josepher
Miles' Receptionist

Mary Pat Gleason
Nero's Waitress

Mia Cottet
Ramona Barcelona

Kiersten Warren
Claire O'Mara

Ken Sagoes
Gus's Pal

Dale E. Turner
Gus's Pal

Isabell O'Connor
Judge Marva Munson

Mary Gillis
Court Reporter

Julie Osburn
Stewardess

Blake Clark
Convention Secretary

Allan Trautman
Convention Lawyer

Kate Luyben
Santa Fe Tart

Kitana Baker
Santa Fe Tart

Camille Anderson
Santa Fe Tart

Tamie Sheffield
Santa Fe Tart

Bridget Marquardt
Santa Fe Tart

John Bliss
Mr. MacKinnon

Patrick Thomas O'Brien
Bailiff

Bruce Campbell
Soap Opera Actor on TV (uncredited)