 Nyora kupfuurira kweiyi ndima - Munguva ye1989-90 Mwaka, Costacurta akahwina mukombe wake wechipiri akateedzana weEuropean neMilan, achikunda Benfica 1 0 mumutambo wekupedzisira muVienna, uye achitanga mutambo wakatungamira kuchinangwa chaFrank Rijkaard. Akaratidzawo muMilans Intercontinental Cup kukunda muTokyo pamusoro peAtlético Nacional, uye muEuropean Supercup kukunda pamusoro paJohan Cruyffs Barcelona. Costacurta akawanawo chibodzwa chake chekutanga muSerie A mumwaka iwoyo, mukukunda 3-1 kure nemukwikwidzi weMilanese Internazionale mu Derby della Madonnina. Milan yaizosvikawo kumagumo eCoppa Italia mwaka iwoyo. Mumwaka wekupedzisira waSacchi kukirabhu, Costacurta aizove mutambi wepakati padivi paFranco Baresi, pamwe nevatsigiri Mauro Tassotti naPaolo Maldini, mumutsara weSacchi wevarume vana, uyo unofungidzirwa seimwe yeakanakisa kudzivirira nguva dzese. Costacurta aizoita 25 kuonekwa muSerie A mumwaka iwoyo, uye aizokundawo kechipiri chake chinotevera Intercontinental Cupuye mikombe yeEuropean Super Cup. 