John Cusack character Rob Gordon
Iben Hjejle character Laura
Todd Louiso character Dick
Jack Black character Barry
Lisa Bonet character Marie DeSalle
Catherine Zeta-Jones character Charlie Nicholson
Joan Cusack character Liz
Tim Robbins character Ian 'Ray' 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
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
Bruce Springsteen character Himself
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
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
