1957–58 AC Milan season

During the 1957–58 season Associazione Calcio Milan competed in Serie A, Coppa Italia and European Cup.

Summary
For this season Giuseppe Viani was confirmed as the club's coach. Milan was the protagonist of the 1957 transfer market, signing Ernesto Grillo and Giancarlo Danova. Giovanni Trapattoni, purchased from Cusano Milanino, and Mario Trebbi, who came from the youth team, were added to the first team for the Coppa Italia matches, and would become future pillars of the club.

In the league, reigning champions Milan had a disappointing season, collecting only one win in their first 14 matches, and they finished in ninth place, equal on points with Inter and Udinese, just four points above relegated Atalanta.

In the 1958 Coppa Italia (an event reinstituted by the FIGC after 15 years) Milan qualified for the quarter-finals after winning the group stage ahead of Inter, with whom they played the first ever derby in this competition, won 3-2 by the Devils. The quarter-finals of this competition were played on the 6th of September, and therefore form part of the 1958-1959 season.

The main seasonal satisfactions came from the European Cup, where Milan reached the final. During the campaign, they come across Rapid Wien, which they overcame following a play-off won 4-2, made necessary as the total result at the end of the two legs was 6-6 with Milan winning by 4-1 in San Siro and being defeated 5-2 in Austria. Then it was the turn of Rangers, Borussia Dortmund and Manchester United who were eliminated respectively in the round of 16, quarter-finals and semi-finals with overall scores of 6-1, 5-2 and 5-2. Worth mentioning is the win against the Red Devils in the second leg of the semifinals, with the score of 4-0. In the final, the team faced the reigning champions Real Madrid. Like Stade Reims and Fiorentina, finalists against Los Blancos in the two previous editions, Milan is also forced to surrender to the Spanish team, even if they only did so in extra time after taking the lead twice during the first 90 minutes, thanks to goals by Schiaffino and Grillo. The result after 120 minutes was 3-2 with Madrid player Gento scoring the decisive goal in the extra time.

Squad
(Vice-captain)

(Captain)