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Serie A: 1987-88, 1991-92, 1992-93, 1993-94
European Cups: 1988-89, 1989-90, 1993-94
Italian Super Cups: 1988, 1992, 1993, 1994
Intercontinental Cups: 1989 & 1990
European Super Cups: 1989, 1990, 1994
AC Milan were without a doubt, the best team in the world in the late 80's and early 90's and they put an end to a myth that Italian football was boring and defensive.
In the years between 1988 and 1994, AC Milan were League Winners four times, and European Champions three times. In 1989 and 1990 Milan were back to back World Champions, and they did it with only three foriegn players, Ruud Gullit, Frank Rijkaard and Marco Van Basten. Paolo Maldini began his career at AC Milan in 1988 and he was the last member of that feam to retire in 2008 at the age of 40. Carlo Ancelotti was also in the squad until 1992 when he retired. He is the most successful manager of AC Milan in recent years. Under Ancelotti, Milan won two Champions League trophys.
In the 1991-92 season, AC Milan became the only Italian team to go a full season unbeaton, and they went on to go 53 games unbeaten between 26 May 1991 and 21 March 1993.
AC Milan enjoyed enjoyed much success before the golden years. In 1963, Jose Altafini scored two goals to defeat the brilliant Benfica 2-1, who had Eusebio in the team. Ajax were the next victims in 1969, A hat-trick from Pierino Prati and a goal from Angelo Sormani helped defeat Ajax 4-1 a young Johan Cruyff was in the team. Ajax were the most dominant and feared team between 1971 and 1973
After 1994 AC Milan were still successful. In 1995 AC Milan reached their third European Cup Final in a row, but they were beaten 1-0 by Ajax. Clarence Seedorf who plays for AC Milan today was in the Ajax squad and so was Patrick Kluivert. It has to be said that Ajax were worthy winners as they also beat Milan 2-0 both home and away in the group stage of that competition.