Report: Dybala wants to play for Milan under Allegri but much depends on Leao

Wednesday’s reports claim that Roma star Paulo Dybala is keen to play for Milan under his former Juventus head coach Massimiliano Allegri, and that La Joya could potentially be one of several new arrivals to reshuffle the Rossoneri attack. 

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Reports Milan could reshuffle attack with Dybala and either Lewandowski or Vlahovic

Wednesday’s reports from Corriere della Sera (via Calciomercato.com) claim that Milan could reshape their attacking department during the summer transfer window and that Dybala could potentially be a part of it, but this still depends on several varying factors. 

Firstly, Milan need to make a decision on Rafael Leao, who has struggled to reach the same heights in 2025-26 as he has done in previous seasons, despite being the club’s top scorer in Serie A this season (with 9) and their joint-top scorer across all competitions (with 10, along with Christian Pulisic). 

This is partly due to a pubalgia issue that has impacted Leao’s fitness, as well as the fact that he has most regularly been playing as a striker in a 3-5-2 as opposed to a left winger in a 4-3-3 or 4-2-3-1. 

Certain Rossoneri supporters have grown impatient with the Portugal international, who was loudly booed during the team’s recent 3-0 loss at home against Udinese. Wednesday’s reports claim that Milan could consider a sale this summer, and while an exact transfer fee has not been specified, it is certain that Leao’s €175m release clause will not be met. 

If Leao is to leave, Milan would be left needing to reinvest in their attacking unit. 

Firstly, a more traditional centre-forward is being sought ahead of the summer transfer window, regardless of Leao’s future. Robert Lewandowski, available on a free transfer at the end of his Barcelona contract, has been linked with a move to San Siro, while Milan are reportedly still monitoring the situation between Juventus and Dusan Vlahovic. 

Also out of contract at the end of the 2025-26 season is Dybala, whose future with Roma remains uncertain at this stage. 

Calciomercato reports that Dybala has not received confirmation either way as to whether his Roma contract will be extended or allowed to expire, but that he is already beginning to receive offers within Europe and South America. 

Wednesday’s report claims that Dybala is not opposed to the idea of staying on with Roma, even with a reduction in salary, but that he also has options in Argentina, Brazil and potentially in Italy as well. 

If his time with Roma were to come to an end this summer, Dybala would reportedly prefer to stay in Europe and ideally in Italy. 

This is where Milan comes back in, as Dybala is said to be keen on the idea of reuniting with his former Juventus head coach, Allegri, at Milan. La Joya had also been linked with a potential move to San Siro before joining Roma at the end of his stay with the Old Lady. 

As the 32-year-old has been hampered by injuries, especially over the last two seasons, it has also been reported that he would be ‘willing’ to accept a performance-based contract, i.e. one that depends on appearances and goal contributions.