According to La Gazzetta dello Sport, the futures of several AC Milan players whose contracts expire in June 2027 remain uncertain. Contract extension negotiations for Christian Pulisic are ongoing, while Ruben Loftus-Cheek and Fikayo Tomori could depart.

AC Milan's contract situation through June 30, 2027 is complex. The club must make decisions about several players soon and is already considering those whose deals expire next year.

Tammy Abraham, who arrived on a loan deal from Nottingham Forest with a purchase option, has made just 2 appearances, including 1 as a starter, totaling 58 minutes. With expectations that his playing time will increase, AC Milan must also consider the buyout clause: it will cost over 40 million euros to keep him in June unless he performs exceptionally this season. That figure would be too high for AC Milan.

Ruben Loftus-Cheek had his bags packed for a summer transfer, but ultimately stayed at the Rossoneri. Ruben Amorim praised him but noted he needs more playing time. Now that the midfield hierarchy has become clearer, Loftus-Cheek's position has declined; attacking midfielder is not his most natural role. With a gross salary of 5.2 million euros, reports suggest he is likely to leave on a free transfer when his contract expires in June.

According to reports, Luka Modrić is unlikely to play another season at AC Milan. He extended for just one year and may depart in June to start a new chapter. The most likely option now is to end his playing career and take an executive role at Real Madrid; Modrić has never hidden his desire to return to Real Madrid.

Christian Pulisic's contract expires in 2027, and AC Milan holds a unilateral option to extend for one additional year. However, reports suggest that if both parties cannot agree on a new deal, forcing the player to stay may not be the best option. Last year, the two sides came close to an agreement, but the player's form declined significantly and recurring injuries stalled talks. Cardiale considers Christian Pulisic a key pillar for AC Milan, and both parties still need to find a way forward. Interest from New York City FC during the summer also attracted Christian Pulisic.

The future of Lorenzo Terracciano remains uncertain and depends on AC Milan's plans for the goalkeeper next season. If the club chooses to develop him internally, Terracciano will be promoted as Maignan's backup and Terracciano will depart; if AC Milan wants to send Terracciano on loan to get consistent playing time, he could extend for one more year. Currently, Terracciano is more likely to leave. He has made 2 appearances for AC Milan, both in the previous season, and kept clean sheets in both matches.

Fikayo Tomori was initially frozen out by Ruben Amorim and returned to the squad in the closing stages, but his comeback has been clearly limited. He has not ruled out the possibility of departing in January; regardless of the reason, this is likely to be his final season at AC Milan so far. The English defender has yet to receive any playing time.

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