William H. Macy as Riley

Isaiah Washington as Leon

Sam Rockwell as Pero

Michael Jeter as Toto

Luis Guzmán as Cosimo

John Buck Jr. as Old Man in Prison

Patricia Clarkson as Rosalind

Andy Davoli as Basil

Brett C. Leonard as Mickey

Frank O'Donnell as Priest

Peter Veneziano as Referee

Bernard Canepari as Judge

Art Oughton as Corrections Officer

Ray Calabrese as Oswald

George Clooney as Jerzy

Annie Kitral as Nun #1

Lissy Gulick as Nun #2

Dorothy Silver as Nun #3

Maryanne Nagel as Mrs. Antwerp

David Warshofsky as Babitch

Jennifer Esposito as Carmela

Gabrielle Union as Michelle

Don Kost as Beddo

June Lang as Old Purse Woman

Basil Russo as Funeral Home Director

Angela Russo-Otstot as Arguing Woman

Wayne S. Turney as Arguing Man

Rohn Thomas as Janitor

Ann Russo as Colleen (uncredited)

Blaine Pate as Cosimo's Lawyer (uncredited)

Danny Lentz as Bailiff