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)

Peter Capaldi

Rabbit (voice)

Sophie Okonedo

Kanga (voice)

Sara Sheen

Roo (voice)

Toby Jones

Owl (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

John Dagleish

Matthew Leadbetter

Amanda Lawrence

Joan MacMillan

Orton O'Brien

Young Christopher Robin

Katy Carmichael

Christopher's Mother

Tristan Sturrock

Christopher's Father

Jasmine-Simone Charles

Little Girl

Paul Chahidi

Cecil Hungerford

Matt Gavan

Snooty Businessman

Thomas Padden

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

Claire Redcliffe

Boarding School Teacher

Elsa Minell Solak

Three-Year-Old Madeline

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 the Bus

Clara McGregor

Girl in Aircraft Design Office

Raj Ghatak

Neel Chawla

Kumud Pant

Train Passenger (uncredited)

Shola Adewusi

Rosemary Hopwood (uncredited)

Tim Ingall

Jimmy Knowait (uncredited)

Peter Singh

Ravi Patel (uncredited)

Jackson Kai

Cricketer (uncredited)

Richard M. Sherman

Singer (uncredited)

Mary Yeomans

Tradesman (uncredited)

A.k. Steppa

Platform Shop Vendor (uncredited)

Roy Beck

Winslow Board Director (uncredited)

Caroline Garnell

Winslow Efficiency Room Worker (uncredited)

Richard Price

Winslow Office Worker (uncredited)

Chloe Swan Sparwath

Winslow Junior Office Worker (uncredited)

Rupert Turnbull

Red-Haired Boy (uncredited)

Kai Scarlett Williams

Market Boy (uncredited)

Evie Wray

Market Boy's Mother (uncredited)

Gino Picciano

Man on the Bus (uncredited)

Bern Collaço

Train Passenger (uncredited)

Dean Middhat

Train Passenger (uncredited)

Jeremy Oliver

Commuter (uncredited)