William H. Macy
Riley
Isaiah Washington
Leon
Sam Rockwell
Pero
Michael Jeter
Toto
Luis Guzmán
Cosimo
Patricia Clarkson
Rosalind
Andy Davoli
Basil
George Clooney
Jerzy
Annie Kitral
Nun #1
Lissy Gulick
Nun #2
Dorothy Silver
Nun #3
Maryanne Nagel
Mrs. Antwerp
David Warshofsky
Babitch
Jennifer Esposito
Carmela
Gabrielle Union
Michelle
Rohn Thomas
Janitor
Ann Russo
Colleen (uncredited)
John Buck Jr.
Old Man in Prison
Brett C. Leonard
Mickey
Frank O'Donnell
Priest
Peter Veneziano
Referee
Bernard Canepari
Judge
Art Oughton
Corrections Officer
Ray Calabrese
Oswald
Don Kost
Beddo
June Lang
Old Purse Woman
Basil Russo
Funeral Home Director
Angela Russo-Otstot
Arguing Woman
Wayne S. Turney
Arguing Man
Blaine Pate
Cosimo's Lawyer (uncredited)
Danny Lentz
Bailiff