Possible rematch in Shanghai: When was the last time Jannik Sinner and Novak Djokovic met in a final?
ATP
Jannik Sinner and Novak Djokovic are already in the semifinals of the Shanghai Masters. The world No. 1 will look to reach a new final this Saturday when he faces the surprising Tomas Machac. The Serb will face Taylor Fritz. The possibility of a new duel between these two tennis titans fills the fans with expectation and in tenisaldía we decided to remember their last confrontation so far.
Despite being part of the tennis elite for the last few years, Novak Djokovic and Jannik Sinner have only met once so far this year. Although both players have 7 matches played so far, none of them have been after the Italian surprised everyone and climbed to the top of the ranking.
The last time the two players played each other was in the semifinals of the Australian Open this year. It is a long time ago, but it was a match to keep in the memory.
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Many things at stake
For Novak Djokovic, defeating Sinner meant another chance to win the long-awaited Grand Slam No. 25. The Italian was looking to reach his first Grand Slam final, and although he already knew what it was like to beat Nole, he had never been able to defeat him in a major.
A generational battle
From the start, Sinner showed remarkable confidence. Despite the pressure of facing the world number one and top winner of the tournament, he remained very focused. Djokovic came in as defending champion and with the firm intention of reaching his 25th Grand Slam, but found himself up against a young man determined to change the narrative.
The first set was a display of dominance by the Italian, who took advantage of Djokovic's unforced errors to take an early lead and close out the set 6-1.
Surprised, the Serbian tried to recover but Sinner was unbeatable, continued to put pressure on his opponent, managing to break his serve on several occasions, easily taking the second set 6-2.
Djokovic seemed not to find his way, but he showed his best tennis when he was against the ropes. The winner of 24 Grand Slams resisted with his serve and maintained parity sending things to the tie break where he would end up winning 7-3;
Already in the fourth set it was the reigning Davis Cup champion who would put things back in place, closing the match with a 6-3, advancing for the first time to the final of one of the four major tournaments and the rest is the story he has written until today, winning the Australian Open; 2 ATP 1000, climbing to the top of the world ranking in June and crowning champion of the U.S. Open.
With the possibility of another clash between Sinner and Djokovic in the Shanghai Masters final, expectations are high. While Djokovic will be out for revenge and to reassert his dominance on the circuit, Sinner will be determined to prove that his victory in Australia was no fluke and that he is now in charge.

Samuel GillEditor-in-Chief
Samuel Gill is the Chief Content Officer (CCO) of TennisUpToDate.com, a role he has held since 2020. He is responsible for editorial governance across the platform, including setting content standards, overseeing accuracy and consistency, and guiding long-term editorial strategy. Since joining, he has contributed more than 10,000 articles and editorial pieces across the TennisUpToDate network, playing a central role in the daily operation and development of the site.
Based in Leicester, Samuel has a broad background in tennis media. In his current role, he works closely with editors and writers to ensure coverage meets clear journalistic standards, with particular attention to verification, consistency, and timely updates when new information becomes available.
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