The Colombia international only joined the Blues in January 2015, but despite arriving from Fiorentina to a great fanfare he made little impact in the final few months of the Londoners’ title-winning campaign under Jose Mourinho.
After this Cuadrado was shipped out to Juventus on loan for the season, where he impressed with four goals and five assists in Serie A action, leading to suggestions new Chelsea chief Antonio Conte will integrate him into his Stamford Bridge plans.
Indeed, before the Italian was named as the club’s new boss rumours surrounding a recall for the 28-year-old circulated, while recent comments from the ex-Azzurri coach have hinted that he wants to keep the pacey wide player.
But, reports now claim that Milan are eager to lure him to the San Siro.
It’s understood that the Rossoneri are looking at an initial loan deal with a view to a permanent transfer for between €25m (£21m) and €30m (£25.2m).
Conte may, however, look to keep Cuadrado, whose versatility allows him to play as either a right-sided wing-back in a 3-5-2 set-up, or as an advanced winger on the same flank in a 4-2-3-1 or 4-2-4.