The 27-year-old midfielder has not played a competitive game for the Blues since the 2017-18 season and has spent the last three years on loan at the Rossoneri, Monaco and, most recently, Napoli.
Bakayoko made 42 appearances for Milan in the 2018-19 campaign and has long been eyeing a return to the San Siro.
Tiemoue Bakayoko is reportedly closing in on a second loan switch to AC Milan this summer
And according to reports in Italy, the Frenchman’s representatives are in Milan as he closes in on a reunion with the club for a second loan spell, with an option to buy at the end of the season.
Chelsea had been at risk of losing Bakayoko for free next summer upon the expiration of his contract, but various reports suggest the Blues have triggered an automatic contract extension, furthering his deal by one year.
A similar move was made for Olivier Giroud, with the striker set to leave on a free this summer the European champions triggered the extension, forcing Milan to pay £1million for his services.
The 27-year-old has not played a competitive game for Chelsea since the 2017-18 season
Bakayoko’s second loan move to Milan will reportedly include an option to buy the midfielder
Chelsea and Milan have a strong history of transfers, with both Giroud and Fikayo Tomori joining the Italians permanently this summer.
Milan have turned to Bakayoko as a result of an injury picked up by Franck Kessie, who will be out for at least a month in a blow to Stefano Pioli’s side.
The Africa Cup of Nations, scheduled for January, will also mean that Kessie and Ismael Bennacer will be absent during the competition, making Bakayoko’s arrival all the more important.
Meanwhile, Pietro Pellegri is on the verge of completing a loan switch to Milan from Monaco, with the Italians holding an option to buy the Italian striker.