 Nyorai kuenderera mberi kweiyi ndima - Iyo 1987 88 Scudetto pasi paArrigo Sacchi yakaratidza mukombe wekutanga waMaldini, uye wekutanga wemitambo minomwe yeligi, nekirabhu. Zita remadunhurirwa rekuti The Immortals, divi raSacchi reMilan rinorangarirwa nekusanganisira vatatu veDutch Frank Rijkaard, Ruud Gullit naMarco van Basten, pamwe nevatambi vepakati veItari Carlo Ancelotti, Roberto Donadoni uye gare gare Demetrio Albertini, uye mutsara wakasimba wekuzvidzivirira. Pasi paSacchi uye gare gare Fabio Capello, Maldini akaumba pamwe nevakareba-vakareba Franco Baresi, Alessandro Costacurta, Mauro Tassotti, pamwe naFilippo Galli, Stefano Nava uye gare gare Christian Panucci, imwe yenhabvu yakasimba kudzivirira quartet yenguva dzese. Mumwaka we198788 Serie A, Milan yakangobvuma zvibodzwa gumi nemana, ichipedzisa nekudzivirira kwakanyanya muItari, sezvo vakaenderera mberi kuhwina mukombe weSerie A. Kutevera kuenda pamudyandigere kwaBaresi, akaumbawo kudyidzana kunotyisa uye kwakabudirira naAlessandro Nesta. Maldini akapfuurira kukunda 1988 Supercoppa Italianane Milan mwaka unotevera, uye yakatevera mukombe uyu nekudzoka shure kweEuropean Cup mazita muna 1988-89 na 1989-90, apo Milan yakapedza yechitatu uye yechipiri muSerie A munguva idzodzo dzemwaka. Musi wa 19 Kukadzi 1989, Maldini akaita mutambo wake wechi100 muSerie A. 