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)