Domhnall Gleeson

A. A. Milne

Will Tilston

Christopher Robin Milne

Alex Lawther

Older Christopher Robin Milne

Margot Robbie

Daphne Milne

Kelly Macdonald

Olive

Nico Mirallegro

Cooper

Stephen Campbell Moore

Ernest

Phoebe Waller-Bridge

Mary Brown

Geraldine Somerville

Lady O

Richard McCabe

Rupert

Shaun Dingwall

Alfred

Vicki Pepperdine

Betty

Simon Williams

Zoo Director

Bentley Kalu

American Cop

Mossie Smith

Sharon the Midwife

Allegra Marland

Fan 1

Richard Dixon

MC at Pageant

Kevin Millington

American Chap

Simon Connolly

Radio Host

Richard Clifford

Toy Shop Manager

Robert Portal

Headmaster

Tommy Rodger

Douglas Minor

Jim Cartwright

Military Medic