Domhnall Gleeson

Alan Alexander Milne / Blue

Margot Robbie

Daphne Milne

Kelly Macdonald

Olive Rand / Nou

Alex Lawther

Christopher Robin Milne (Teen)

Frank Cottrell Boyce

Writer

Richard McCabe

Rupert

Stephen Campbell Moore

Ernest H. Shepard

Simon Curtis

Director

Richard Clifford

Toy Shop Manager

Shaun Dingwall

Alfred Brockwell

Simon Vaughan

Writer

Geraldine Somerville

Lady O

Vicki Pepperdine

Betty

Phoebe Waller-Bridge

Mary Brown

Robert Portal

Headmaster

Mossie Smith

Sharon the Midwife

Will Tilston

Christopher Robin Milne / Billy Moon

Stanley Hamlin

Christopher Robin Milne (Baby)

Dexter Hyman

Christopher Robin Milne (Kid)

Sonny Hyman

Christopher Robin Milne (Kid)

Nico Mirallegro

Cooper

Dan MacKay

Bob Clerkwell

Tommy Rodger

Douglas Minor

Allegra Marland

Fan

Nicholas Richardson

Newspaper Man

Jim Cartwright

Military Medic

Vincent Finch

Big Boy