 Nyora kupfuurira kweiyi ndima - Musi wa17 Chikunguru 2005, Gilardino akaita 25 miriyoni yekuchinjisa kuMilan, achiwana hembe nhamba 11. Akarova chibodzwa chake chekutanga che Rossoneri mumutambo wakanangana neSampdoria. Aizopedza mwaka wa2005-06 aine zvibodzwa gumi neshanu mumakumi matatu nemana Serie AKuonekwa uye zvibodzwa zviviri mumitambo mitatu muCoppa Italia, asi akakundikana kuwana chimiro chake chekurwisa mumushandirapamwe weMilan wa2005-06 UEFA Champions League, achienda asina zvibodzwa mumitambo yese gumi nemaviri. 