According to a report by FootballTransfers on Friday, November 6, 2026, Roma are reportedly preparing to make another move for Chelsea winger Jamie Gittens when the January transfer window opens.

The Serie A side's need to strengthen their attacking options has become more urgent following two disappointing collapses in major matches.

Roma surrendered a two-goal lead in their Champions League defeat to Manchester United at Old Trafford, having previously thrown away a 3-1 advantage against Real Madrid last month. These results have raised concerns about the squad's ability to sustain Gian Piero Gasperini's demanding playing style throughout matches and a busy season.

The Italian club had planned to improve its options on the wings during the summer transfer window but failed to land its preferred targets. Roma are now expected to reconsider several options, with Gittens reportedly among the players being monitored.

Real Madrid forward Endrick and Stuttgart winger Jamie Leweling are also said to be on their shortlist, while Frosinone attacker Giorgi Kvernadze has emerged as another potential target.

Gittens has found it difficult to establish himself at Chelsea since joining the club from Borussia Dortmund. The winger has been left unused on the bench in several Premier League matches and is currently recovering from an ankle injury.

Most of his opportunities under manager Xabi Alonso have come in the Carabao Cup, where he is yet to register a goal or an assist.

Roma previously attempted to sign the 22-year-old during the summer, but Chelsea were unwilling to let him leave after just one season at Stamford Bridge. However, his limited playing time and declining estimated transfer value could change the situation ahead of the January window.

Despite his struggles at Chelsea, Roma reportedly remain confident in Gittens' ability and potential.

A move to Italy could give the winger an opportunity to secure regular playing time, while also providing Gasperini with another attacking option for the second half of the season.