 Nyorai mberi kweiyi ndima - Casillas akatanga basa rake muReal Madrids youth system, inozivikanwa seLa Fábrica, mumwaka wa1990-91. Musi wa 27 Mbudzi 1997, pazera remakore gumi nematanhatu uye achiri mudiki, akatanga kudaidzwa kuchikwata chevakuru kuti asangane neRosenborg muEFAFA Champions League, kunyangwe akaramba ari pabhenji nguva dzese. Mushure mekupedza mwaka neC-timu muchikamu chechina, panguva yavakakunda boka ravo redunhu, akapinda mukukakavadzana seye kirabhu yekutanga-sarudzo pakati pemapositi. Mukutanga 1999 2000 UEFA Champions League group stage fixture vachipesana neOlympiakos musi wa15 Gunyana 1999, akazova muchengeti wechidiki pane vese kuti ave mumakwikwi panguva iyoyo, aine makore gumi nemasere nemazuva gumi nemanomwe; rekodhi rakangoputswa muna Gumiguru 2017 naMile Svilar. Mazuva matatu zvisati zvaitika, Casillas akaita mutambo wake wekutanga weLa Liga mukukwikwidza 2-2 vachipesana neAthletic Bilbao kuSan Mamés Stadium. Muna Chivabvu 2000, akazova muchengeti wechidiki pane vese kutamba uye kuhwina mukombe weChampions League apo Real Madrid yakakunda Valencia 30, mazuva mana bedzi pashure pokunge asvitsa makore 19. 