Milan's interest forms part of wider recruitment planning being carried out by owners RedBird as the club prepares for next season. Recruitment work is continuing alongside efforts to finalise the club's coaching structure, with talks progressing over the appointment of former Crystal Palace manager Oliver Glasner.
Regardless of who takes charge, Milan's recruitment staff reportedly believe Summerville's qualities are well suited to Serie A. His pace, direct style and creativity are viewed as attributes that could translate effectively to Italian football. West Ham, meanwhile, face a difficult task in retaining one of their most valuable assets after relegation. The club are believed to value the winger at around £35 million, having initially signed him for approximately £25m from Leeds in 2024.