Milan in the mid 80's until start/mid 90's were probably the finest address in the football world and the played in so many European Cup finals, 89, 90, 93, 94 and 95, the 00's were also a great time for them. I just know they were our boogeyman, holy shit matches against them was a nightmare and we just couldn't beat them, even when we were on top in the game
But those days are long gone and I don't think they're gonna be relevant any time soon for most of this decade, they don't have the finances anymore to compete with the rest of the big dogs in Europe