Will Smith as Howard Inlet

Edward Norton as Whit Yardsham

Kate Winslet as Claire Wilson

Michael Peña as Simon Scott

Helen Mirren as Brigitte

Jacob Latimore as Raffi

Keira Knightley as Amy Moore

Naomie Harris as Madeleine

Ann Dowd as Sally Price

Kylie Rogers as Allison Yardsham

Natalie Gold as Beverly

Liza Colón-Zayas as Robin

Shirley Rumierk as Simon's Wife

Alyssa Cheatham as Olivia

Benjamin Snyder as Sally's Grandson

Mary Beth Peil as Whit's Mother

Andy Taylor as Father with Photo

Michael Cumpsty as Chairman of the Board

Claire Glassford as Junior Executive

Joseph Castillo-Midyett as Teacher (Mexican Commercial)

Bryan Terrell Clark as Homeless A Capella Singer

Marcus Paul James as Homeless A Capella Singer

Mykal Kilgore as Homeless A Capella Singer

Jimmy Palumbo as Super

Elia Monte-Brown as Support Group Member

Suzy Jane Hunt as Support Group Member

Crystal Anne Dickinson as Support Group Member

Andres Munar as Support Group Member

Harriett D. Foy as Board Member

Maureen Mueller as Board Member

Steven Hauck as Board Member

Robert 'Toshi' Kar Yuen Chan as Board Member

Willie C. Carpenter as Board Member

Jabriah Anderson as Marymount Student (uncredited)

Laura Hart as Passerby (uncredited)

Emily Bennett as Restaurant Patron (uncredited)

Liz Celeste as Ice Skater (uncredited)

Madeline Lupi as Marymount Student (uncredited)

Jordana Keller as Catholic School Girl (uncredited)

Reginald L. Barnes as NYC Tourist (uncredited)

Lily Peterson as Marymount Student (uncredited)