On 22 July 2020, manager Stefano Pioli extended his expiring contract with Milan for two additional seasons.

[1] The previous day, Milan had secured a play-off spot in the UEFA Europa League for the 2020–21 season thanks to an away win against Sassuolo.

On 1 October, Milan qualified for the group stage of the Europa League after defeating Primeira Liga side Rio Ave in a marathon 24-kick penalty shoot-out.

After the winter transfers window, Milan remained without South American players active into main rosters, after the sales of Léo Duarte and Mateo Musacchio.

[5] On the final day they secured qualification for the UEFA Champions League for the first time since the 2013-14 season Deals officialised beforehand were effective starting from 1 September 2020.