Could Benfica actually land Rafael Leao from Milan...

Benfica have emerged as one of the most concrete suitors for AC Milan winger Rafael Leao as the Portuguese international signals his desire for a new challenge ahead of the summer transfer window. The Eagles are monitoring the 27-year-old closely, with reports indicating that new bench boss Marco Silva is an avid supporter of such a move. AC Milan, under new manager Ruben Amorim, appear open to a sale after a disappointing campaign and have lowered their asking price to around €50 million.

Leao’s potential homecoming carries deep sentimental value. Born in Almada in 1999, the talented forward nearly joined Benfica’s academy as a youngster. He signed with the club but was left devastated when promised transportation failed to materialize, leading him to crosstown rivals Sporting instead. After progressing through Sporting’s academy, he made his senior debut in 2018, scoring once in four Primeira Liga appearances and winning the Taca da Liga. Leao moved to Lille in 2018. There, he impressed with 8 goals in 26 Ligue 1 matches during the 2018-19 season.

In 2019, AC Milan secured his services for €49.5 million. Leao blossomed into a star, playing a key role in their 2021-22 Serie A title triumph and earning the league’s MVP award in the process. Known for his explosive pace, dribbling and versatility on the left wing, he has become one of Europe’s most dynamic attackers. In the 2025-26 season, Leao recorded 9 goals and 3 assists in 29 Serie A appearances, plus adding another goal in the Italy Cup and appeared in 1,968 minutes of action across all competitions.

Any deal to Benfica would set a club record fee for the acquisition of a player but a player of Leao's skill set would be a boom for the Lisbon side and send a major statement to the league of the club's intent to return to the top of Portugal. Leao would get the fresh start his is looking for near family after seasons away from his homeland. Whether the move materializes remains to be seen, but interest from his boyhood club adds intrigue to the summer market and places other league club's on notice and we are sure someone will pick up Leao this time around.

Trabzonspor pushing hard to land Benfica winger Prestianni

Turkish Super Lig side Trabzonspor have intensified their pursuit of young Argentine winger Gianluca Prestianni, with negotiations advancing rapidly this summer. The 20-year-old Benfica winger, who joined the Portuguese giants from Velez Sarsfield in early 2024 for €9 million, has emerged as a prime target following Trabzonspor's recent signing of former Benfica player Sidny Cabral.

Talks between the clubs are at an advanced stage. Multiple reports indicate official discussions have advanced, with Trabzonspor preparing a formal bid in the €20 million range plus performance bonuses, which is inline with what Benfica are opening to moving on from the player. Personal terms between the player and club appear close to an agreement, with the player reportedly open to a contract until 2030.

Benfica's openness to a sale stems from squad planning under new manager Marco Silva and the chance to secure a healthy profit on their investment after first-team minutes for the promising but raw attacker. Prestianni scored 3 goals and added 6 assists across all competitions in the 2025-26 season in 2,126 minutes of action. A move would allow Prestianni regular playing time in a competitive environment while providing the Eagles with funds as they look to reinforce their club for the coming season.

Benfica ready to trigger Cologne winger release clause

Benfica are reportedly set to activate the €20 million release clause in Jakub Kaminski’s contract, according to Sky Germany. The 24-year-old Cologne winger and Polish international has emerged as a prime target for  Benfica as they look to bolster their attacking options for the coming season.

Kaminski enjoyed a strong 2025-26 season on loan with Cologne from Wolfsburg in the Bundesliga, appearing in 34 league matches. He scored 7 goals, while providing 5 assists and played 3,023 minutes of game time. Cologne made the loan move permanent for €5.5 million at the conclusion of the season.

His direct style, pace and ability to cut inside from the left flank made him one of the standout performers on the German club this past season. Born in Ruda Slaska, Poland the left winger began his career at Szombierki Bytom academy (2010-2015) before joining Lech Poznan’s youth setup. He progressed through Lech’s second team and then onto the senior side (2019-2022). 

A 2022 move to Wolfsburg followed, where he made over 70 appearances before the loan to Cologne revived his career. With interest also from clubs like RB Leipzig, Cologne remain hopeful of retaining the player, but Benfica’s willingness to meet the clause could accelerate a swift transfer. The move would represent a significant step in Kaminski’s development and what could turn out to be a valuable edition to Benfica.