 Nyorera kupfuurira kweiyi ndima - Pakupera kwemwaka, muna 2002, chibvumirano chaCostacurta chaipera saka akafunga kusiya kirabhu aine makore makumi matatu nematanhatu zvichitevera rwendo rwavo rwekuratidzira rweAmerica muzhizha kuti aite Masters muEconomics muUnited States. Zvisinei, Milan yakashaya vadziviriri muchikwata chavo nekuda kwekukuvara, uye Adriano Galliani akayeuchidza Costacurta kuti avandudze kondirakiti yake husiku husati hwapfuura mutambo wavo wakakosha wechipiri weEFAFA Champions League playoff vachipesana neCzech side Slovan Liberec. Milan yakakwanisa nechinetso, ichikunda 10 muMilan, asi ichikundwa 21 mumutambo wekunze, ichifambira mberi chete pazvinangwa zvekunze. Milan yakapedza iri yechitatu muSerie Amwaka iwoyo, uye Costacurta akakunda Coppa Italia yake yekutanga nekirabhu, achikunda Roma mumutambo wekupedzisira. Pasi paAncelotti, Costacurta yaizoshandiswa zvese zviri zviviri pakati-kumashure uye kurudyi-kumashure mumwaka uno. Pasinei nematambudziko akasangana nawo mukukwikwidza, Milan yakasvika muChampions League yekupedzisira mwaka iwoyo, mumutambo wekutanga weItaly wekupedzisira uchipesana neSerie A vakwikwidzi Juventus. Musi wa 28 Chivabvu 2003, Milan yakatora mukombe weChampions League mushure mekukunda Juventus 32 pakurohwa zvichitevera 00 mushure mekuwedzera nguva. Costacurta akatanga mutambo ari kurudyi shure, uye akachinjwa muminiti yechi65, achiuya kunze kweRoque Júnior. Uyu waiva mukombe wechina weChampions League waCostacurta. 