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Milan played its first Coppa Italia match in 2016 against Carpi on 13 January. The Rossoneri progressed to the semi-finals by beating Reggio Emilia side with 2−1 at a moderately attended San Siro. Bacca gave Milan the lead after 14 minutes of play with a fine rabona , then Niang found himself on the scoresheet just before the half-hour mark.
The 2024–25 season is the 126th season in the existence of AC Milan, and the club's 91st season in the top flight of Italian football.In addition to the domestic league, Milan is also participating in the Coppa Italia, Supercoppa Italiana and UEFA Champions League.
Real Madrid were the favorites and came from two wins in the previous editions of the trophy, but Milan proved to be a tough opponent and the game was memorable. Milan led 1–0 and then 2–1 but were reached by Héctor Rial scoring the 2–2. The game went to the extra time and in the end Real Madrid prevailed with a final score of 3–2.
The 2022–23 season was the 124th season in the existence of AC Milan and the club's 89th season in the top flight of Italian football.In addition to the domestic league, Milan participated in this season's editions of the Coppa Italia, Supercoppa Italiana and UEFA Champions League.
The 2020–21 AC Milan season was the 122nd season in the club's history and their 87th (109th overall) in the top-flight of Italian football. Milan competed in Serie A , the Coppa Italia , and the UEFA Europa League .
The 2021–22 season was the 123rd season in the existence of AC Milan and the club's 39th consecutive season (110th overall) in the top flight of Italian football.In addition to the domestic league, Milan participated in this season's editions of the Coppa Italia and UEFA Champions League.
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In the 2014–15 season, Associazione Calcio Milan competed in Serie A for the 81st time, as well as the Coppa Italia. It was the club's 32nd consecutive season in the top flight of Italian football .