Scott ChambersChristopher Robin
Ryan OlivaWinnie-the-Pooh
Lewis SanterTigger
Marcus MasseyOwl
Eddy MacKenziePiglet
Tallulah EvansLexy
Simon CallowCavendish
Teresa BanhamSamantha
Alec NewmanAlan Robin
Nicola WrightDaphne Robin
Thea EvansBunny Robin
Mason Stanley GoldYoung Christopher Robin (as Mason Gold)
Peter DeSouza-FeighoneyYoung Winnie-the-Pooh
Soma ZimmatoreYoung Lexy
Flynn MatthewsFinn
Holden M N SmithChild 1
Ivy Elizabeth OrlebarChild 3
Toby Wynn-DaviesDr. Gallup (voice)
Tade AdebajoAva
Philip PhilmarOfficer Gilbraith
Amira Nicole ThomasYoung Ava
Nichaela FarrellCara
Chrissie WunnaNurse
Ash TandonDoctor Collins
Kalixta Kairos Fosang-OlarinmoyeYoung Cara
Kelly Rian SansonMia
Phoenix JamesYoung Finn
Thanael WeeksShepard
Sam BarrettAaron
Lila LassoJamie
William DallawayYoung Aaron
Andrew RolfeJacob
Lucas AllermannLuke
Sam McCarthyDrunken Man
Junior WunnaChild Injected
Cris ParkerCris Parker (3CFilms cameo)
Jenny MillerJade 'Raver'
Louisa WarrenConnie Raver
Jenna N. WilsonRaver
Becca HiraniFaith Raver
Natasha TosiniSpiderweb girl Raver
Stephen StaleySte Raver
Danielle ScottRaver
Alyssa HaymorRaver
Alina DesmondAria Raver
Connor PowlesBro Raver
Charlotte ColemanER Attendant