John Cusack

Character: Rob Gordon

Iben Hjejle

Character: Laura

Todd Louiso

Character: Dick

Jack Black

Character: Barry Judd

Lisa Bonet

Character: Marie DeSalle

Catherine Zeta-Jones

Character: Charlie Nicholson

Joan Cusack

Character: Liz

Tim Robbins

Character: Ian Raymond

Chris Rehmann

Character: Vince

Ben Carr

Character: Justin

Lili Taylor

Character: Sarah Kendrew

Joelle Carter

Character: Penny Hardwick

Natasha Gregson Wagner

Character: Caroline Fortis

Shannon Stillo

Character: Alison Jr. High

Drake Bell

Character: Rob Jr. High

Laura Whyte

Character: Laura's Mom

Sara Gilbert

Character: Anaugh Moss

Rich Talarico

Character: Barry's Customer

Matthew O'Neill

Character: Beta Band Customer

Brian Powell

Character: Middle Aged Customer

Margaret Travolta

Character: Rob's Mom

Jillian Peterson

Character: Laura's Sister Jo

Dick Cusack

Character: Minister

Susan Yoo

Character: Girl - 19 year old

Chris Bauer

Character: Paul

K.K. Dodds

Character: Miranda

Marilyn Dodds Frank

Character: Alison's Mom

Duke Doyle

Character: Kevin Bannister

Aaron Himelstein

Character: Boy In Park

Jonathan Herrington

Character: Chris Thompson

Daniel Lee Smith

Character: Rock Guy

Leah Gale

Character: Mourner

David Darlow

Character: Mourner

Erik Gundersen

Character: Marco

Bruce Springsteen

Character: Bruce Springsteen

Alex Désert

Character: Louis

Alan S. Johnson

Character: Man In Store

Ian Belknap

Character: Party Guest

Andrew Micheli

Character: Party Guest

Polly Noonan

Character: Party Guest

Philip Rayburn Smith

Character: Party Guest

Michele Graff

Character: Party Guest

Susie Cusack

Character: Party Guest

Liam Hayes

Character: Piano Player

Damian Rogers

Character: Greenday Girl

Robert A. Villanueva

Character: Skateboarder

Joe Spaulding

Character: Flea Market Musician

Scott A. Martin

Character: Bartender

Heather Norris

Character: Laura's Friend

Timothy W. Tiedje

Character: Operator (uncredited)

James Azrael

Character: Glam Rocker (uncredited)

Ian Michaels

Character: Guy in Chem Lab (uncredited)

Susan Hegarty

Character: Laura's Mom (voice) (uncredited)