Jimmy

KJ Apa

Jimmy Stewart

Jason Alexander

Louis B. Mayer

Max Casella

Frank Capra

Sarah Drew

Hedda Hopper

Julian Works

Second Lieutenant Martinez

Jen Lilley

Gloria Stewart

Christopher McDonald

Lionel Barrymore

Kara Killmer

Lady Julia

Neal McDonough

Alexander Stewart

Rob Riggle

U.S. Army Colonel Terrill

Jemma Donovan

Ginger Rogers

Aidan Thornton

Michael

Seán Condon

Porter

Ian Dillon

Oscar Party Waiter (uncredited)

Conor Thornton

Ronald

Louis Furney

Captain Smith

Karolyn Grimes

Liam Bixby

Tex

Marc Malkin

Glenn Miller

Jean Law

Bessie Stewart

Daniel Fee

Red

Larsen Thompson

Claire

Michael James Ford

Mayor

Aidan Redmond

Lester

Brendan Dempsey

Clyde

Tadgh Snodgrass

Butch

Edgar Abram

Corporal

Oskar Smith

Radioman - Caribbean (segment "Scene 24")

Adam Phelan

Charlie

Emmanuel Okoye

Injured Soldier

Andrew Kingston

Harold

Elysée Sanvillé

Lana Turner

Courtney D'Angelo

Rita Hayworth

Michael De Brún

Joe

Zara Bridget Dillon

Swing Dancer (as Zara Bridget Dillon)

Conor Griffin

Jack Briggs

Billy Hallowell

Journalist

Craig Hogan

Lead Performer

Rylee Hosford

Janie Bailey

Moses Murphy

Ace

Danny Power

Doc

Austin Prebula

Chasen's Waiter

Paul Rowan

Skippy

Rebecca Ryan

Makeup Girl

Sam Lucas Smith

Clark Gable

Nathan Snow

Sparky

Kelly Stewart

Chloe Sullivan

Orphanage Attendant/Party Goer

Sarah Faye Terry

Donna Reed

Chris A. Wilks

Lieutenant

Karl Geiran

Film Crew Member (uncredited)

Littia Hatcher

Career Military Officer's Daughter (uncredited)

Evelin Stern

Hollywood Star (uncredited)

Oisín O’Reilly

Nervous PA (may be uncredited)