Italy’s Super Cup competition or “Supercoppa Italiana” was only introduced in the late 1980’s.
During Sampdoria’s celebrations of winning the Italian Cup title in May 1988, local journalist Enzo D’Orsi of Corriere Dello Sport suggested that Sampdoria president Paolo Mantovani should challenge Serie A winners AC Milan for a pre-season match similar to the English FA Community Shield game.
Few weeks later, Mantovani submitted the idea to the head of the National Professional League, Luciano Nizzola, who endorsed the project, but with the Summer Olympics approaching, the match was postponed till June 1989.
Stadium: San Siro, Milano.
Date: June 1989
AC Milan (3) [Rijkaard 18′