The 19-year-old, who joined the Blues from Aston Villa last year, had limited opportunities to feature in the first team during his debut season.
Now, as the summer transfer window approaches, Milan have shown interest in acquiring the Englishman on a season-long loan.
The Rossoneri have a strong relationship with the West Londoners, having already secured signings of Fikayo Tomori and Olivier Giroud from Chelsea.
While the Italian giants was previously interested in pursuing a deal for Ruben Loftus-Cheek, their attention has now shifted towards Chukwuemeka.
Although the young playmaker struggled to secure regular playing time last season, his situation at Stamford Bridge could change under the management of Mauricio Pochettino.
In the coming weeks, Chelsea are planning to part ways with Mason Mount, Conor Gallagher, N’Golo Kante, and Mateo Kovacic.
This could present a breakthrough opportunity for Chukwuemeka, and Chelsea might be reluctant to loan him out next season.