John Goodman
The Dean (segment "Happy Birthday")
Sydney Tamiia Poitier
Hannah (segment "Happy Birthday")
Beverly D'Angelo
Bag Lady (segment "Happy Birthday")
Christopher Lloyd
Attorney Bum (segment "Happy Birthday")
David Hyde Pierce
Barney (segment "Happy Birthday")
Caroline Rhea
Monica (segment "Happy Birthday")
Jenica Bergere
Sally (segment "Happy Birthday")
Ken Hudson Campbell
Security Guard (segment "Happy Birthday")
Roman Danylo
Donald (segment "Happy Birthday")
Kimiko Gelman
May Lee Ha (segment "Happy Birthday")
Jean Kasem
Nurse (segment "Happy Birthday")
Taylor Negron
Policeman (segment "Happy Birthday")
Travis Wester
Chute Boy (segment "Happy Birthday")
Dondré Whitfield
Man in Elevator (segment "Happy Birthday")
Marissa Jaret Winokur
Dean's Secretary (segment "Happy Birthday")
Bruce Davison
(segment "The Other Side")
Anthony LaPaglia
Dr. Maas (segment "The Other Side")
Karen Sillas
Anna (segment "The Other Side")
Andie MacDowell
Lisa (segment "Reaching Normal")
Paul Rudd
Kenneth (segment "Reaching Normal")
Joey Lauren Adams
Sarah (segment "Reaching Normal")
Alan Rosenberg
Frank (segment "Reaching Normal")
Joel Grey
Dr. Mensley (segment "Reaching Normal")
Jolene Blalock
Charlie's Wife (wraparound segments)
Scott Lowell
Charlie (wraparound segments)
Stephen Tobolowsky
Tom (wraparound segments)
Kathleen Wilhoite
Lucy (wraparound segments)
Ellen DeGeneres
Operator (segment "Reaching Normal") (uncredited)
Helen Mirren
Distinguished Woman (segment "Happy Birthday") (uncredited)