Chiesa January Exit: Milan Among Serie A Clubs Eyeing Liverpool Outcast

FolioPitch.com – 24 October 2026 | Milan among Serie A clubs eyeing Chiesa as Liverpool open to January exit, with the Italian forward’s future at Anfield increasingly uncertain. According to reports, the Rossoneri are monitoring the situation closely, alongside Inter, Roma, Lazio and Atalanta, all of whom have made enquiries about the former Juventus winger. The 29-year-old has struggled for regular minutes on Merseyside, and the Premier League club are reportedly willing to sanction a departure when the transfer window reopens.

Chiesa joined Liverpool from Juventus in the summer of 2024 for a modest fee and was part of the squad that lifted the Premier League title in his first season. However, he has never managed to establish himself as a regular starter under the current regime, and his lack of game time has alerted several top Serie A sides. The fact that Milan among Serie A clubs eyeing Chiesa as Liverpool open to January exit should come as no surprise, given the Rossoneri’s need for attacking reinforcements.

Milan’s interest is driven by necessity. Manager Ruben Amorim has seen his attacking options decimated by injuries, with Samuel Chukwueze ruled out for at least two months due to a hip problem and Alexis Saelemaekers also sidelined long term. The potential arrival of Chiesa would provide a timely boost, offering width, experience and a proven goal threat. The Italy international knows Serie A intimately, having spent four seasons at Juventus after rising through the ranks at Fiorentina, and a return to his homeland could be the ideal platform to rebuild his career.

However, any deal is far from straightforward. Chiesa’s contract with Liverpool runs until June 2028, and the structure of any potential transfer—whether a loan, permanent move or a hybrid arrangement—will be crucial. His wages are also a significant factor, and the interested Serie A clubs will need to find a formula that works within their financial constraints. The fact that Milan among Serie A clubs eyeing Chiesa as Liverpool open to January exit highlights the growing competition for his signature, with Inter, Roma, Lazio and Atalanta all keeping tabs on the situation.

For Liverpool, the decision to let Chiesa leave would represent a pragmatic acceptance that the move has not worked out as hoped. The forward arrived with a reputation as a dynamic, direct winger capable of unlocking defences, but injuries and fierce competition for places have limited his impact. With the January window approaching, the Reds are open to cutting their losses and allowing Chiesa to seek regular football elsewhere. The Serie A clubs, particularly Milan, are ready to pounce if the conditions are right.

From Chiesa’s perspective, a return to Italy would offer a chance to reignite his career. Still only 29, he has plenty of football left, and the prospect of playing week in, week out in a familiar environment could appeal. The Euro 2020 winner remains a popular figure in his homeland, and a move to a club like Milan—where he would be guaranteed playing time—could be the perfect fit. The fact that Milan among Serie A clubs eyeing Chiesa as Liverpool open to January exit is a testament to his enduring quality and the belief that he can still perform at the highest level.

As the January transfer window draws closer, the speculation is only likely to intensify. Milan’s need for attacking cover is urgent, and Chiesa represents a low-risk, high-reward opportunity. Liverpool’s willingness to negotiate will be tested, and the player’s own desires will play a pivotal role. One thing is certain: the race for Chiesa’s signature is heating up, and Milan are firmly in the mix. The coming weeks will reveal whether the interest from Milan among Serie A clubs eyeing Chiesa as Liverpool open to January exit translates into concrete action, but for now, the Italian giants are content to bide their time and wait for the right moment to strike.