Ewan McGregor

Christopher Robin

Hayley Atwell

Evelyn Robin

Kumud Pant

Train Passenger

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

Oliver Ford Davies

Old Man Winslow

Ronkẹ Adékoluẹjo

Katherine Dane

Adrian Scarborough

Hal Gallsworthy

Roger Ashton-Griffiths

Ralph Butterworth

Ken Nwosu

Paul Hastings

Amanda Lawrence

Joan MacMillan

John Dagleish

Matthew Leadbetter

Orton O'Brien

Young Christopher Robin

Katy Carmichael

Christopher Robin's Mother

Tristan Sturrock

Christopher Robin's Father

Jasmine-Simone Charles

Little Girl

Paul Chahidi

Cecil Hungerford

Matt Gavan

Snooty Businessman

Gareth Mason

Balloon Vendor

Summer Brooks

Balloon Holder

Amrou Al-Kadhi

Nemir Azizi

Zain Falzon

Boy in Stroller

Rainy Milo

Boy's Mother

Michael Jenn

London Train Conductor

Souad Faress

Wealthy Woman

Alan Clark

Sussex Train Attendant

Chris Pratt

Sussex Train Porter

Harriet Leitch

Tea Server

Vera Chok

Margaret King (Train Passenger #1)

Claire Redcliffe

Boarding School Teacher

Elsa Minell Solak

Madeline 3 Years Old

Matt Berry

Policeman Bobby

Simon Farnaby

Taxi Driver

Matthew Earley

Truck Driver

Mackenzie Crook

Newspaper Seller

Vivien Bridson

Old Man Winslow's Secretary

Narinder Samra

Milkman

Oliver Payne

Milk Delivery Boy

David Hartley

Man on Bus

Clara McGregor

Girl in Aircraft Design Office

Raj Ghatak

Neel Chawla (Barrel Mover)

Abbey Denne

Girlfriend (uncredited)

Gintare Beinoraviciute

Passerby (uncredited)

Roy Beck

Winslow Board Director (uncredited)

Shola Adewusi

Rosemary Hopwood (uncredited)

Tim Ingall

Jimmy Knowait (uncredited)