Prime
Sacchi's pressing 1988/89 European Cup winners, or Ancelotti's Christmas-tree side that won Athens in 2007. Both are playable.
Editorial verdict
Our pick is 1988/89. Ancelotti's 2007 side had Kaká at his European peak and extraordinary experience, but Sacchi's Milan changed how elite teams pressed, defended space and moved as a unit while fielding Baresi, Maldini and the Dutch trio.
Candidate 1
Sacchi's machine. Baresi, Gullit, Van Basten, and a 4–0 final against Steaua.
Open squad page →1988/89
Arrigo Sacchi
Starting XI
Candidate 2
Pirlo, Kaká, Nesta and Maldini. Athens, and a European Cup won the experienced way.
Open squad page →2006/07
Carlo Ancelotti
Starting XI
AC Milan 1988/89 vs AC Milan 2006/07
Open this dream match →More era debates