After his one year loan with Juventus expired earlier this summer, it appears as though Juan Cuadrado could be heading back to Serie A, with Milan rumoured as a potential landing spot. Sky recently reported that Cuadrado looks set to leave Chelsea, and that Serie A is Cuadrado's preferred destination of choice. Among the teams interested in the shifty winger are Juventus, Inter, and Milan.
Of the three Serie A giants being linked to the winger, a move to Milan probably makes the most amount of sense. Cuadrado would certainly be welcomed back at Juventus after his positive season last year, and while Juventus will have more than enough funds to make a deal after the impending Pogba transaction, Cuadrado could find playing time scarce. Juventus recently signed winger Marko Pjaca, and earlier this summer signed Dani Alves, who occupies the same position as Cuadrado does. Meanwhile Inter have been linked to a myriad of wingers all summer, but appear to be focused on closing a deal with Lazio for Antonio Candreva.
Which brings us to Milan. The Rossoneri are certainly in need of quality out wide, with Vincenzo Montella looking to implement a 4-3-3 and the only true wingers on Milan's roster are Suso and Jeremy Menez. In addition, the Colombian played the best football of his career under Montella at Fiorentina from 2012-2015, and reports indicate that Cuadrado is Montella's number one target to bolster his new squad.
Milan will either need to sign the preliminary agreement with the Chinese consortium, or sell Carlos Bacca to have the requisite funds to bid for Cuadrado, but with the connection between Montella and Cuadrado, the Rossoneri should be seen as serious suitors.