Milan Transfer Market: Amorim Secures a Departing Player and Considers a Contract Extension

Ruben Loftus-Cheek is gearing up for another season as a key player with Milan, and after two seasons in which he has already proven he can be decisive when deployed in the attacking midfield, he seems to have found his ideal role in Ruben Amorim’s new system. The Portuguese coach is, in fact, using him as an attacking midfielder in his 3-4-2-1 formation—a role in which the Englishman has already shown his full potential.

He delivered a standout performance, which he replicated at Milan during the 2023–24 season, when he finished with 10 goals. In that instance as well, Pioli primarily deployed him in an advanced position, as part of the attacking trio behind the center forward. Two different experiences, but united by the same insight: the closer Loftus-Cheek gets to the goal, the greater his impact. And it is precisely on this aspect that Amorim seems intent on building his new Milan. Preseason has offered very positive signs, and the Englishman’s attributes seem to fit well with the coach’s demands. His physicality, ability to make runs, forward movement, and knack for getting into the box could make him a key piece in the Rossoneri’s new system.

It’s no surprise, then, that Milan decided to reject the offers that came in from the Premier League. Among the proposals was one from Coventry, led by Frank Lampard, who has known Loftus-Cheek since his time at Chelsea and would have liked to bring him back to England. The offer on the table was around 10 million euros, but the Rossoneri club’s response was negative.

The deciding factor was Amorim’s veto, as he personally blocked the potential transfer. Within a few weeks, the situation had changed radically. Loftus-Cheek seemed destined to leave Milan, especially given that his contract was set to expire in ten months. Now, however, he has become a regular starter and one of the players the Portuguese coach seems to be counting on. The Englishman’s new status could also have implications for his contractual future. Milan has already initiated initial phone discussions, and formal negotiations could get underway in September. The goal is to explore extending his contract, with an expiration date set for 2029 or, alternatively, 2030.