Milan competed in Serie A, the Coppa Italia, the UEFA Europa League and the Supercoppa Italiana.

Milan qualified for the 2018–19 UEFA Europa League group stage as the sixth-placed team of the previous season, but were originally banned by UEFA from European competition due to violations of Financial Fair Play regulations for failure to break-even.

[5][6] Following the shareholders' meeting held on 21 July 2018, all previous directors, including Marco Fassone and Massimiliano Mirabelli, were officially dismissed, with Paolo Scaroni becoming the new chairman of the club, replacing Li Yonghong.

On 28 May 2019, following an unsatisfactory result, both Leonardo and Gennaro Gattuso announced their resignations,[10][11] with the latter donating his entire €5,5 million severance package back to the club.

[12] Having taken a week to contemplate his future, on 14 June 2019 Maldini assumed the role of a technical director responsible for the "planning and development of the club's sporting area".