14 June 1989
| A.C. Milan|
San Siro Stadium
| 1989 Supercoppa Italiana, 1996 Supercoppa Italiana, 1991 Supercoppa Italiana, 2002 Supercoppa Italiana, 1990 Supercoppa Italiana|1988 Supercoppa Italiana Wikipedia
The 1988 Supercoppa Italiana was a match played by the 1987–88 Serie A winners Milan and 1987–88 Coppa Italia winners Sampdoria. It took place on 14 June 1989 at the San Siro in Milan, Italy, and was the first edition of the trophy. Milan won the match 3–1.
Although originally scheduled for August 1988, it was played in June 1989, due to the 1988 Summer Olympics being held in the same period.