Robin Wright as Pippa Lee

Alan Arkin as Herb Lee

Keanu Reeves as Chris Nadeau

Julianne Moore as Kat

Winona Ryder as Sandra Dulles

Mike Binder as Sam Shapiro

Cornel West as Don Sexton

Zoe Kazan as Grace Lee

Maria Bello as Suky Sarkissian

Shirley Knight as Dot Nadeau

Blake Lively as Young Pippa Lee

Monica Bellucci as Gigi Lee

Adam Shonkwiler as Chester Sarkissian - Age 22

Myra Lucretia Taylor as Night Nurse

Robin Weigert as Aunt Trish

Ryan McDonald as Ben Lee

Tim Guinee as Des Sarkissian

Christin Sawyer Davis as Shelly

Joan Copeland as Piano Player

Arnie Burton as Doctor

Billy Wheelan as Waiter

Drew Beasley as Chester Sarkissian, 6