Ewan McGregor

Christopher Robin

Hayley Atwell

Evelyn Robin

Bronte Carmichael

Madeline Robin

Jim Cummings

Winnie the Pooh / Tigger (voice)

Brad Garrett

Eeyore (voice)

Nick Mohammed

Piglet (voice)

Toby Jones

Owl (voice)

Peter Capaldi

Rabbit (voice)

Sophie Okonedo

Kanga (voice)

Sara Sheen

Roo (voice)

Mark Gatiss

Giles Winslow

Ronkẹ Adékoluẹjo

Katherine Dane

Adrian Scarborough

Hal Gallsworthy

Roger Ashton-Griffiths

Ralph Butterworth

Ken Nwosu

Paul Hastings

John Dagleish

Matthew Leadbetter

Amanda Lawrence

Joan MacMillan

Tristan Sturrock

Alan Alexander Milne

Katy Carmichael

Daphne de Sélincourt

Paul Chahidi

Cecil Hungerford

Orton O'Brien

Christopher Robin (Young)

Elsa Minell Solak

Madeline Robin (Kid)

Amrou Al-Kadhi

Nemir Azizi

Vera Chok

Margaret King

Raj Ghatak

Neel Chawla

Oliver Ford Davies

Old Man Winslow

Vivien Bridson

Old Man Winslow's Secretary

Matt Berry

Policeman Bobby

Jasmine-Simone Charles

Little Girl

Harriet Leitch

Tea Server

Souad Faress

Wealthy Woman

Claire Redcliffe

Boarding School Teacher

Matt Gavan

Snooty Businessman

Mackenzie Crook

Newspaper Seller

Clara McGregor

Girl in Aircraft Design Office

Gareth Mason

Balloon Vendor

Summer Brooks

Balloon Holder

Zain Falzon

Boy in Stroller

Rainy Milo

Boy's Mother

Simon Farnaby

Taxi Driver

Matthew Earley

Truck Driver

Narinder Samra

Milkman

Oliver Payne

Milk Delivery Boy

Kumud Pant

Train Passenger

Michael Jenn

London Train Conductor

Alan Clark

Sussex Train Attendant

Chris Pratt

Sussex Train Porter

Shola Adewusi

Rosemary Hopwood

Tim Ingall

Jimmy Knowait

Peter Singh

Ravi Patel

Connor Haywood

Lance Corporal

Jackson Kai

Cricketer

Richard M. Sherman

Singer

Olga Docheva

Book Store Customer

David Evestaff

WWII Soldier

Mary Yeomans

Tradesman

A.k. Steppa

Platform Shop Vendor

Matt Harvey

Head Boy

Ethan Keaton

Homeless Man

Thomas Padden

Businessman

Roy Beck

Winslow Board Director

Caroline Garnell

Winslow Efficiency Room Worker

Richard Price

Winslow Office Worker

Chloe Swan Sparwath

Winslow Junior Office Worker

Rupert Turnbull

Red-Haired Boy

Kai Scarlett Williams

Market Boy

Evie Wray

Market Boy's Mother

Lee Asquith-Coe

School Porter

Nick Davison

Station Porter

Rutvig Vaid

Station Porter

Niamh O'Mahony

Woman on Bus

Gino Picciano

Man on the Bus

David Hartley

Man on the Bus

Errol Francis

Railway Passenger

Bern Collaço

Train Passenger

Dean Middhat

Train Passenger

Marco Mastrocola

Train Passenger

Gary Thompsett

Train Passenger

Jeremy Oliver

Commuter

Sharron Spice

Commuter

Anthony Richard Rowe

Home Guard

Mark Sayers

Home Guard

John Whitby

Passerby

Karol Steele

Passerby

Karen Smyth

Passerby

Christopher Haley

Passerby

Chloe-Megan Child

Passerby

Gintare Beinoraviciute

Passerby