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Dimitrov suffers Wimbledon heartbreak after retiring injured while leading Sinner

Grigor Dimitrov of Bulgaria gets an injury in the Gentlemen's Singles Fourth Round match against Jannik Sinner of Italy on day eight of The Championships Wimbledon 2025
Grigor Dimitrov of Bulgaria gets an injury in the Gentlemen's Singles Fourth Round match against Jannik Sinner of Italy on day eight of The Championships Wimbledon 2025. Picture: Shi Tang/Getty Images

By Alice Brooker

A devastated Dimitrov has been forced to retire injured when on the verge of knocking out world number one Jannik Sinner.

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Bulgaria's Dimitrov, 34, had won the first two sets 6-3 7-5 when, at 2-2 in the third, he clutched his chest after serving an ace.

Italy's world star Sinner rushed around the net to check on his opponent as he sat, in some distress, on the court.

The 19th seed was helped to his feet by two physios and went off to receive treatment, before returning a few minutes later to shake Sinner’s hand.

It was more dreadful luck for a popular player, who had to retire injured from matches in the last four grand slams, including against Daniil Medvedev here at the same stage last year.

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Jannik Sinner checks on Grigor Dimitrov after sustaining an injury
Jannik Sinner checks on Grigor Dimitrov after sustaining an injury. Picture: Getty
Dimitrov reacts as he receives medical treatment after getting injured as he plays against Italy's Jannik Sinner
Dimitrov reacts as he receives medical treatment after getting injured as he plays against Italy's Jannik Sinner. Picture: Getty
The incident happened during their men's singles fourth-round match at the All England Lawn Tennis and Croquet Club in London, July 7, 2025. ( The Yomiuri Shimbun via AP Images )
The incident happened during their men's singles fourth-round match at the All England Lawn Tennis and Croquet Club in London, July 7, 2025. ( The Yomiuri Shimbun via AP Images ). Picture: Alamy
Grigor Dimitrov cries into his towel after retiring
Grigor Dimitrov cries into his towel after retiring. Picture: Getty

Sinner, who helped Dimitrov pack his rackets away and carried his bag off court, said: “I don’t know what to say. He is an incredible player, I think we all saw this today.

“He’s been so unlucky in the past couple of years. An incredible player, a good friend also. Seeing him in this position, if there would be a chance he could play the next round he would deserve it.

“I hope he has a speedy recovery. I don’t take this as a win at all. This is just a very unfortunate moment to witness for all of us.

“In the last grand slams he struggled a lot. Seeing him again having this kind of injury is very, very tough. It’s very sad. We all wish him only the best, let’s have applause for him.”

It was a major reprieve for Sinner, the three-time grand slam winner who looked set to be on the end of a seismic shock in front of a stunned Centre Court.

Jannik Sinner (L) of Italy comforts Grigor Dimitrov of Bulgaria after Dimitrov retired due to injury
Jannik Sinner (L) of Italy comforts Grigor Dimitrov of Bulgaria after Dimitrov retired due to injury. Picture: Getty

The Italian had slipped on the baseline in the opening game and took a medical timeout midway through the second set for treatment on his right wrist and elbow.

But the physio was unable to alleviate the real pain for Sinner, which was Dimitrov serving up a grass-court clinic on a surface the 23-year-old has yet to get to grips with.

The veteran was rolling back the years, evoking memories of the same player who ended Andy Murray’s title defence way back in 2014.

Sadly, after two hours and eight minutes of vintage Dimitrov, his body let him down again with what looked like an injury to his right pectoral.

Dimitrov was barely able to raise his right arm to acknowledge the warm applause from the crowd as he tearfully left the court.

It was later announced he would not be fulfilling any media commitments on medical advice.

Sinner admitted his elbow was hindering his serve after that early fall and said: “Tomorrow we will check to see how it is.”

The top seed is due to play American Ben Shelton in the quarter-finals on Wednesday.