Jack Nicholson
Melvin Udall
Shane Black
Cafe 24 Manager
Missi Pyle
Cafe 24 Waitress
Harold Ramis
Dr. Bettes
Brian Doyle-Murray
Handyman
Kathryn Morris
Psychiatric Patient
Yeardley Smith
Jackie Simpson
Jamie Kennedy
Street Hustler
Lawrence Kasdan
Dr. Green
Kristi Zea
Mother at Table
Cuba Gooding Jr.
Frank Sachs
Helen Hunt
Carol Connelly
Jesse James
Spencer Connelly
Greg Kinnear
Simon Bishop
Matt Malloy
Men's Store Salesman
Leslie Stefanson
Cafe 24 Waitress
Skeet Ulrich
Vincent Lopiano
Shirley Knight
Beverly Connelly
Lupe Ontiveros
Nora Manning
Peter Jacobson
Man at Table
Maurice LaMarche
Fred Bishop - Simon's Dad on Phone (voice) (uncredited)
Julie Benz
Receptionist
Randall Batinkoff
Carol's Date
Lisa Edelstein
Woman at Table
Maya Rudolph
Policewoman
Paul Greenberg
Bar Waiter
Tara Subkoff
Cafe 24 Waitress
Wood Harris
Cafe 24 Busboy
Todd Solondz
Man on Bus
Kaitlin Hopkins
Woman in Lobby
Tom McGowan
Maitre D'
Rebekah Johnson
Cafe 24 Waitress
Jimmy Workman
Sean from the Bakery
Bibi Osterwald
Neighbor Woman
Patricia Childress
Cafe 24 Waitress
Bernadette Balagtas
Caterer
Ross Bleckner
Carl
Alice Vaughn
Partygoer
Danielle Brisebois
Singer
Linda Gehringer
Publisher
Antonia Jones
Nurse
Annie Maginnis Tippe
Daughter at Table