Leonardo DiCaprio

Character: Frank Wheeler

Kate Winslet

Character: April Wheeler

Kathy Bates

Character: Mrs. Helen Givings

Michael Shannon

Character: John Givings

Kathryn Hahn

Character: Milly Campbell

David Harbour

Character: Shep Campbell

Dylan Baker

Character: Jack Ordway

Richard Easton

Character: Mr. Givings

Zoe Kazan

Character: Maureen Grube

Jay O. Sanders

Character: Bart Pollock

Max Baker

Character: Vince Lathrop

Max Casella

Character: Ed Small

Christopher Fitzgerald

Character: Party Guest

Jonathan Roumie

Character: Party Guest

Neal Bledsoe

Character: Party Guest

Marin Ireland

Character: Party Guest

Samantha Soule

Character: Party Guest

Heidi Armbruster

Character: Party Guest

Sam Rosen

Character: Party Guest

Maria Rusolo

Character: Party Dancer

Gena Oppenheim

Character: Party Dancer

Kathryn Dunn

Character: Party Dancer

Joe Komara

Character: Party Dancer

Allison Twyford

Character: Party Dancer

John Ottavino

Character: Other Actor in the Play

Adam Mucci

Character: Other Actor in the Play

Jo Twiss

Character: Other Actor in the Play

Frank Girardeau

Character: Other Actor in the Play

Catherine Curtin

Character: Woman in Audience

Dan Da Silva

Character: Knox Elevator Operator

Keith Reddin

Character: Ted Bandy

Ryan Simpkins

Character: Ed Small

Ty Simpkins

Character: Vince Lathrop

Jon Sampson

Character: American Express Clerk

Peter Barton

Character: Campbell Kid

Kevin Barton

Character: Campbell Kid

Evan Covey

Character: Campbell Kid

Dylan Clark Marshall

Character: Campbell Kid

Chandler Vinton

Character: Knox Receptionist

Bethann Schebece

Character: Vito's Log Cabin Dancer

Kelsey Bair

Character: Vito's Log Cabin Dancer

Jason Etter

Character: Vito's Log Cabin Dancer

Adair Moran

Character: Vito's Log Cabin Dancer

Tommaso Antico

Character: Vito's Log Cabin Dancer

Justin Misenhelder

Character: Vito's Log Cabin Dancer

Will Vought

Character: Vito's Log Cabin Dancer

Emaline Green

Character: Vito's Log Cabin Dancer

Isabella Zubor

Character: Vito's Log Cabin Dancer

Kal Thompson

Character: Vito's Log Cabin Dancer

Racheline Maltese

Character: Vito's Log Cabin Dancer

Lauren Hubbell

Character: Vito's Log Cabin Dancer

Duffy Jackson

Character: Steve Kovac

Dan Zanes

Character: The Steve Kovac Band

Vince Giordano

Character: The Steve Kovac Band

Jon-Erik Kellso

Character: The Steve Kovac Band

Andy Burton

Character: The Steve Kovac Band

Will Reardon-Anderson

Character: The Steve Kovac Band

Alex Hoffman

Character: The Steve Kovac Band

Kristen Connolly

Character: Mr. Brace

John Behlmann

Character: Mr. Brace