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Sinner falls to Cerundolo in five-set Roland Garros stunner

World No. 1 Sinner twice failed to serve out match in third set
May 28, 2026
Jannik Sinner struggles against Juan Manuel Cerundolo on Thursday at Roland Garros.
Matthew Stockman/Getty Images
Jannik Sinner struggles against Juan Manuel Cerundolo on Thursday at Roland Garros. By Jerome Coombe

Jannik Sinner’s attempt to complete the Career Grand Slam ended in brutal fashion on Thursday at Roland Garros, where the World No. 1 was overcome physically, allowing Juan Manuel Cerundolo to surge to a 3-6, 2-6, 7-5, 6-1, 6-1 victory.

The No. 1 player in the PIF ATP Rankings appeared on course for victory when he led 5-1 in the third set of his second-round match, but he soon began to appear struggling with cramp in a dramatic turn of events. The 24-year-old Italian twice failed to serve out the contest and also required an off-court medical timeout at 5-4, 0/40.

From that moment, Sinner was unable to recover his physical condition, and Cerundolo took full advantage, claiming 18 of the final 20 games to seal the biggest upset of the 2026 season so far. The Argentine, who is competing as the World No. 56, is the first man to oust the top seed at the clay-court major before the third round since Karol Kucera in 2000.

“It’s tough for him," Cerundolo said of Sinner. "I couldn’t win more than three games in a set, so I was a little bit lucky. He deserved to win this match, and then I don’t know what happened. But I feel sorry for him and hope he recovers.”

With Roland Garros the only Grand Slam title missing from his collection, Sinner was aiming to become just the seventh man to complete the Career Grand Slam in the Open Era. The Italian was also riding a career-best 30-match winning streak, having swept all five ATP Masters 1000 titles in 2026.

At the Australian Open this year, Sinner suffered a similar issue in his third-round clash with Eliot Spizzirri. But due to the tournament's heat rule coming into effect, the Rod Laver Arena roof was closed and Sinner was able to gather himself and close out a four-set win. This time, there was no room for the World No. 1 to come back.

Despite struggling physically, Sinner was able to show his shotmaking and hit a series of stunning forehands with his feet planted on the court. Yet due to his hindered movement, Cerundolo could pull the Italian from side to side and throw in drop shots to take advantage of his opponent's physical limitations.

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The defeat adds another painful chapter on Court Philippe-Chatrier for Sinner, who last year let slip three championship points against Carlos Alcaraz in the final. The World No. 1 departs Paris with a 37-3 record in 2026, according to the Infosys ATP Win/Loss Index.

Sinner and Alcaraz have won the past nine major titles between them. With Sinner now out of Roland Garros and Alcaraz sidelined through a wrist injury, the tournament is open for a new champion to emerge for the first time since the Australian Open in 2024.

Cerundolo, who is into the third round of a Grand Slam tournament for the first time in his career, will next face #NextGenATP Spaniard Martin Landaluce.

Sinner’s coaching team, including Darren Cahill and Simone Vagnozzi, tried to lift their player through the setback, but the conditions and physical strain in the Paris heat ultimately proved too much to overcome.

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