Michelle Pfeiffer
as Melanie Parker

George Clooney
as Jack Taylor

Mae Whitman
as Maggie Taylor, Jack's daughter

Alex D. Linz
as Sammy Parker, Melanie's son

Charles Durning
as Lew, Jack's boss

Jon Robin Baitz
as Mr. Yates, Jr.

Ellen Greene
as Mrs. Elaine Lieberman

Amanda Peet
as Celia

Joe Grifasi
as Manny Feldstein

Pete Hamill
as Frank Burroughs

Anna Maria Horsford
as Evelyn

Gregory Jbara
as Freddy

Sheila Kelley
as Kristen, Jack's ex-wife

Bitty Schram
as Marla

Barry Kivel
as Mr. Yates, Sr.

Robert Klein
as Dr. Martin

George Martin
as Mr. Smith Leland

Michael Massee
as Eddie Parker

Holland Taylor
as Rita

Rachel York
as Liza

Marianne Muellerleile
as Ruta

Steven Jang
as Vincent Wang

Samantha Cintrón
as Rosa Lopez

Victor Truro
as Sammy's Pediatrician

Ashley Greenfield
as Jessica

Sidney Armus
as Mayor Sidney Aikens

Hal Panchansky
as Metro Reporter

Maggie Wagner
as Daily News Reporter

Isabelle Ashland
as Daily News Reporter

Jasmin Hartmann
as Daily News Reporter

Larry Sherman
as Daily News Visitor

Shaun Duke
as Foreign Artist Guy

Thomas Schall
as Gentleman

Michael Badalucco
as Lt. Bonomo

Jeanie Van Dam
as Old Woman

Kirstin Allen
as Pregnant Saleslady

Michael Genet
as Mayor Aikens' Press Secretary

Julia Ryder Perce
as Lew's Secretary

P.J. Aliseo
as Spiderman

Liam Ahern
as The Incredible Hulk

José Rabelo
as Museum Guard

Darla Hill
as Oribe's Receptionist

Joe Avellar
as Reporter

Jullie Chung
as Reporter

Dale Kasman
as Lady in the Police Station

Andrew Magarian
as Bum in the Police Station

Katherine Argo
as Passerby #1

Rob Buntzen
as Passerby #2

Brian Cahill
as Passerby #3

Fred Goehner
as Davis

Kuniko Narai
as Flower Shop Employee

Gideon Jacobs
as Billy (uncredited)