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Roma close in on Oosterwolde, Chelsea rejected in Gittens pursuit
transferhighNeutral65% confidence

Roma close in on Oosterwolde, Chelsea rejected in Gittens pursuit

August 22, 2026 at 09:51 AM
Media ReportTransferHigh urgency65% confidence

Quick summary

Roma are nearing a deal for Oosterwolde, while Chelsea have had a bid turned down for Gittens, according to Sky reports.

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Attributed to original source

Sky Sport Italia reports that Roma are close to signing versatile Fenerbahce defender Jayden Oosterwolde, while Chelsea have rejected an initial bid for Jamie Gittens.

Roma are still working to complete their team for the 2026-27 season, and according to Sky Sport’s Gianluca Di Marzio, the Giallorossi are close to an agreement with Fenerbahce for 25-year-old defender Oosterwolde.

Latest Roma updates on Oosterwolde and Gittens The Dutchman can either play as a centre-back or as a wide defender. According to the report, a new round of talks between the two clubs will take place today, with the Giallorossi confident of reaching an agreement on a loan deal with an option to buy that becomes mandatory under certain conditions.

Matteo Moretto confirms that Roma are close to reaching an agreement with Fenerbahce.

According to Sky, the Giallorossi are also working to get further attacking reinforcements despite the recent signing of Rodrigo Mora.

HONG KONG, CHINA – AUGUST 5: Jamie Gittens of Chelsea FC reacts during the preseason friendly between Chelsea and Juventus at the Kai Tak Stadium on August 5, 2026 in Hong Kong, China. (Photo by Yu Chun Christopher Wong/Eurasia Sport Images/Getty Images) Chelsea’s Gittens is reportedly on the Giallorossi’s agenda, but the Blues have rejected the Giallorossi’s opening proposal.

According to Di Marzio, Roma’s first bid was worth €3m for a season-long loan with an option to buy at €40m.

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What happened

Sky reports indicate that Roma are advancing in talks to sign left-back Jayden Oosterwolde, currently at Fenerbahçe. In a separate development, Chelsea have seen an offer for Borussia Dortmund attacker Jamie Gittens rejected. The two stories highlight contrasting fortunes in the transfer market, with Roma pushing to reinforce their defensive options while Chelsea miss out on a young attacking target.

Chance analysis

Roma's pursuit of Oosterwolde points to a clear desire to strengthen at left-back, where depth and quality have been concerns. A deal would give the Giallorossi a dynamic, attack-minded full-back comfortable in a high defensive line. Meanwhile, Chelsea's rejection in the Gittens chase underlines the premium Dortmund place on their young English talent, and it raises the question of whether the Blues will return with an improved offer or pivot to alternative targets. Both stories are reminders that the late transfer window remains fluid and that Premier League and Serie A clubs are still actively reshaping their squads.

Impact

Roma move closer to adding a quality left-back, while Chelsea must reassess their approach after seeing a bid for Gittens turned down by Dortmund.

Related entities
chelsearomadortmundBorussia DortmundSerie APremier LeagueBundesliga
Players
Jayden OosterwoldeJamie Gittens

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Transfer

Roma close in on Oosterwolde, Chelsea rejected in Gittens pursuit

Roma are nearing a deal for Oosterwolde, while Chelsea have had a bid turned down for Gittens, according to Sky reports.

Article summary

Sky reports indicate that Roma are advancing in talks to sign left-back Jayden Oosterwolde, currently at Fenerbahçe. In a separate development, Chelsea have seen an offer for Borussia Dortmund attacker Jamie Gittens rejected. The two stories highlight contrasting fortunes in the transfer market, with Roma pushing to reinforce their defensive options while Chelsea miss out on a young attacking target.

Roma's pursuit of Oosterwolde points to a clear desire to strengthen at left-back, where depth and quality have been concerns. A deal would give the Giallorossi a dynamic, attack-minded full-back comfortable in a high defensive line. Meanwhile, Chelsea's rejection in the Gittens chase underlines the premium Dortmund place on their young English talent, and it raises the question of whether the Blues will return with an improved offer or pivot to alternative targets. Both stories are reminders that the late transfer window remains fluid and that Premier League and Serie A clubs are still actively reshaping their squads.

Source and timing

Published
Aug 22, 2026, 9:51 AM
Category
Media Report
Confidence
65%
Priority
High

Related teams, competitions, matches, and tags

  • chelsea
  • roma
  • dortmund
  • Borussia Dortmund
  • Serie A
  • Premier League
  • Bundesliga
  • Transfer

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Roma close in on Oosterwolde, Chelsea rejected in Gittens pursuit | Chance Soccer News