The Italian Serie A continues to attract some of the biggest names in European football, while each season also brings a fresh group of players approaching the final year of their contracts.
As those deals move closer to expiry, clubs must decide whether to secure key players on new terms, risk losing them on free transfers, or consider selling before their contracts run out.
These situations often lead to plenty of speculation around the future of some of the league's most recognisable stars.
With so many notable players potentially entering the final stages of their current deals, contract situations will be closely watched throughout the season.
Here, FootballWhispers takes a look at the biggest Serie A players whose contracts are due to expire in 2027.
Serie A expiring contracts 2027
The biggest Serie A expiring contracts
Christian Pulisic (AC Milan)
Christian Pulisic is under contract with AC Milan until 30 June 2027, although the club holds an option that could keep him at San Siro for an additional year.
Milan are keen to secure the long-term future of the player, but negotiations initially moved slowly following a difficult spell affected by inconsistent form and fitness concerns.
This season, Pulisic has since returned to the scoresheet, with a goal and an assist, and reports now suggest that Milan are considering a new agreement that would extend his stay beyond the existing 2028 option.
Unless a significant offer arrives to change the situation, a new contract with improved terms appears to be the most likely direction.
Luka Modric (AC Milan)
/https%3A%2F%2Fmedia.footballwhispers.com%2Fmain%2F2026%2F05%2FLuka-Modric.jpg)
Luka Modric joined AC Milan as a free agent in 2025 after a legendary 13-year career with Real Madrid.
His contract extension was placed on standby until July 2026, as Modric intentionally delayed signing to evaluate and “listen to his body”.
In July 2026, Milan officially confirmed a one-year extension until June 30, 2027, worth approximately €3.5 million.
With his contract set to expire next summer, it is yet to be seen whether he earns another extension past 2027.
Hakan Calhanoglu (Inter Milan)
Hakan Calhanoglu is currently in the final nine months of his contract with Inter Milan, which officially expires on June 30, 2027.
He has long been linked with a return to Turkey, with Galatasaray keen on signing him during the summer transfer window.
Inter, meanwhile, are taking a very cautious approach to contract talks due to his recent injury record.
Because of these fitness concerns, the club wants to cut his guaranteed wages and are offering a shorter extension packed with performance-based bonuses.
While Inter would prefer to keep their playmaker if terms can be agreed, a move to Galatasaray remains a distinct possibility if the contract talks completely stall.
Henrikh Mkhitaryan (Inter Milan)
/https%3A%2F%2Fmedia.footballwhispers.com%2Fmain%2F2026%2F09%2FFotoJet-3-2.jpg)
Henrikh Mkhitaryan signed a one-year contract extension in July 2026, keeping him at Inter Milan until June 30, 2027.
This deal follows Inter's yearly pattern of offering short-term extensions to ageing veterans rather than forcing retirement, and Mkhitaryan accepted a pay cut to €2 million net per season to remain at the club.
Since joining from Roma in 2022, he has been a remarkably reliable workhorse, recently crossing 155 appearances for the Nerazzurri and winning multiple trophies.
At 37 years old, another short renewal beyond 2027 remains entirely possible, though the prospect of retirement naturally grows more likely each year.
Andre-Frank Zambo Anguissa (Napoli)
Andre-Frank Zambo Anguissa's contract with Napoli runs until June 30, 2027, following the club's activation of a two-year extension option.
Contract renewal negotiations have stalled over wage demands and fitness concerns, drawing interest from domestic rivals such as AC Milan.
Anguissa's agent wants a significant pay rise over his current €3 million salary, while Napoli are hesitant to commit big money given his injuries.
With both parties struggling to reach an agreement, the club could part ways with the player rather than let him leave on a free transfer.
Kevin De Bruyne (Napoli)
/https%3A%2F%2Fmedia.footballwhispers.com%2Fmain%2F2026%2F08%2FFotoJet-2026-08-28T224946.794.jpg)
Kevin De Bruyne made the move to Napoli in 2025 after leaving Manchester City as a free agent, arriving in Italy as one of the club's most high-profile signings.
His current agreement is due to expire in 2027 and includes an option to add another year with the club.
His time at Napoli has been disrupted by several issues. A lengthy thigh injury kept him out for a significant period, while there were also reports of tension with former manager Antonio Conte regarding his tactical role.
With Max Allegri now at the helm and adopting a similarly cautious approach, questions remain over how well De Bruyne fits into the team's plans.
Speculation over a possible departure has increased in 2026, with reports claiming clubs from Turkey, Saudi Arabia and MLS showed interest.
Meanwhile, negotiations over a contract extension are believed to have stalled. Napoli continue to insist that De Bruyne remains part of their plans, but the lack of progress over a new deal leaves his long-term future uncertain.
If the situation remains unchanged, the Belgian could leave the club when his current contract expires in 2027.
Paulo Dybala (AS Roma)
Paulo Dybala's future at Roma looked uncertain when his previous contract expired on 30 June 2026.
However, the Argentine forward remained in the capital and eventually agreed to a new one-year deal that keeps him at the club until 2027.
The new contract also represents a significant reduction in salary, with his annual earnings reportedly falling from around €8m to approximately €3m.
Fitness has been the biggest concern throughout Dybala's time at Roma. A knee injury required surgery in 2026 and ultimately ruled him out of the World Cup.
Despite those issues, Roma decided to continue backing their experienced attacker because of the quality and leadership he brings to the squad.
With his contract expiring next summer, another contract extension could be on the table when his current deal approaches its end.
David Alaba (Udinese)
David Alaba became a free agent after leaving Real Madrid in July 2026 and spent several months without a club before finding his next destination.
The experienced defender joined Udinese on a one-year contract that will keep him in Italy until 2027.
Now 34, the Austrian has endured several serious injuries during his career, including an ACL rupture.
Alaba has made it clear that he does not view the move as the beginning of the end of his playing career.
Nevertheless, the short-term nature of the agreement, combined with his recent injury record, means there is plenty to prove before either side can consider a longer commitment.
For now, the move appears to give both player and club an opportunity to assess the situation.
If Alaba can stay fit and provide the defensive leadership Udinese needs, a longer stay could become a possibility.
Nemanja Matic (Sassuolo)
/https%3A%2F%2Fmedia.footballwhispers.com%2Fmain%2F2026%2F09%2FFotoJet-1-1.jpg)
Nemanja Matic joined Sassuolo on a one-year deal that officially runs until June 30, 2026.
The contract included a clause for an automatic renewal until June 2027 if certain performance conditions were met.
However, reports indicate that this option was not triggered because the requirements were not fulfilled.
Matic has stated he wants to play two or three more seasons before retiring. He remains a crucial starter for the side, which relies heavily on his veteran experience.
Because the automatic extension failed to activate, the club's management has entered separate contract discussions to negotiate a completely new deal.
However, further uncertainty has been introduced following the departure of head coach Alessio Grosso, meaning a potential extension beyond this season will depend heavily on the plans of the incoming coaching staff.
Stanislav Lobotka (Napoli)
Stanislav Lobotka is currently contracted to Napoli until 2027, although the club has an option to extend his stay for another year.
Napoli have already indicated that they plan to activate that clause, while discussions over a longer-term agreement are also expected to take place.
The Slovakian midfielder appears to remain a key part of the club's plans under new head coach Massimiliano Allegri.
With the club ready to extend his current agreement and further talks potentially on the horizon, his future in Naples appears relatively settled.