Christopher Robin

Evelyn Robin

Madeline Robin

Winnie the Pooh / Tigger (voice)

Eeyore (voice)

Piglet (voice)

Owl (voice)

Rabbit (voice)

Kanga (voice)

Roo (voice)

Giles Winslow

Old Man Winslow

Katherine Dane

Hal Gallsworthy

Ralph Butterworth

Paul Hastings

Joan MacMillan

Matthew Leadbetter

Young Christopher Robin

Christopher Robin's Mother

Christopher Robin's Father

Little Girl

Cecil Hungerford

Snooty Businessman

Balloon Vendor

Balloon Holder

Nemir Azizi

Boy in Stroller

Boy's Mother

London Train Conductor

Wealthy Woman

Sussex Train Attendant

Sussex Train Porter

Tea Server

Margaret King (Train Passenger #1)

Boarding School Teacher

Madeline 3 Years Old

Policeman Bobby

Taxi Driver

Truck Driver

Newspaper Seller

Old Man Winslow's Secretary

Milkman

Milk Delivery Boy

Man on Bus

Girl in Aircraft Design Office

Neel Chawla (Barrel Mover)

Girlfriend (uncredited)

Passerby (uncredited)

Winslow Board Director (uncredited)

Rosemary Hopwood (uncredited)

Jimmy Knowait (uncredited)