1988–89 A.C. Milan season

A.C. Milan won the European Cup thanks to a 4–0 victory against Steaua București, with Dutch duo Ruud Gullit and Marco van Basten scoring twice each. It did not defend its Serie A title however, finishing 3rd in the standings. Milan also won the first Supercoppa Italiana, beating Sampdoria in the inaugural contest.

1988–89 A.C. Milan season

A.C. Milan won the European Cup thanks to a 4–0 victory against Steaua București, with Dutch duo Ruud Gullit and Marco van Basten scoring twice each. It did not defend its Serie A title however, finishing 3rd in the standings. Milan also won the first Supercoppa Italiana, beating Sampdoria in the inaugural contest.