Pippo Inzaghi is preparing to start his first season as Milan's senior coach and he reportedly wants to bring in Nani to help put his stamp on the team.
Milan are in the process of rebuilding after a terrible 2013-14 campaign that saw the prestigious club fail to secure European qualification.
Last term's failures cost Massimiliano Allegri and his replacement Clarence Seedorf their jobs and former striking legend Inzaghi has been promoted from youth coach.
Inzaghi has warned fans that success may not be immediate and Milan may have a humbling period of transition ahead of them.
But the new coach is keen to work with the limited resources he has at present to assemble a squad capable of competing in the upper echelons of Serie A.
Milan's transfer campaign has been hampered by the fact no deal for Mario Balotelli has been agreed, but Inzaghi is said to be looking for a low-cost swoop for Nani.
The Portuguese winger fell out of favour at Old Trafford last season and was widely linked with Juventus and then Milan in the January transfer window.
The problem may lie in Nani's wage bill of around £2.8 million per year, which is likely to be beyond Milan at this point.
Milan are also tracking Juventus target Juan Iturbe and Torino star Alessio Cerci, but they look likely to miss out on both.