As the legendary Serbian, Novak Djokovic prepares to face the formidable Italian, Jannik Sinner, in today's Wimbledon 2025 semi-final clash, the narrative of their past rivalry takes centre stage. This is not just an ordinary semi-final, but the intense clash between the World No. 1 (Sinner) and the World No. 6 (Djokovic).
From their first encounter at the 2021 Monte-Carlo Masters to their fierce battle at the 2021 Australian Open and the recent French Open semi-finals, their head-to-head stats tells a compelling story.
“I've never won against [Novak] here at Wimbledon, so it's going to be a very, very tough challenge,” Sinner said in a press conference following his quarter-final win against Ben Shelton.
Can Jannik Sinner make it 5 in-a-row against Novak Djokovic this time? Or will the Serbian legend continue his Wimbledon legacy? It will be a great game to watch.
Let's take a deep dive into the Novak Djokovic vs Jannik Sinner head-to-head stats and unfold the historic figures between the two champs.
Novak Djokovic vs Jannik Sinner: Wimbledon Encounters

In the history of Wimbledon, Novak Djokovic and Jannik Sinner have met twice prior to the 2025 semi-final. On both occasions, it was Djokovic who sealed the victory.
Their first Wimbledon faceoff was in the 2022 quarterfinals, in an intense five-set encounter. After being two sets down, Djokovic made a phenomenal comeback in the game, eventually winning 5-7, 2-6, 6-3, 6-2, 6-2.
They met again in the 2023 semis, where Djokovic once again won in a three-set encounter: 6-3, 6-4, 7-6(4)
Player | Matches | Won | Lost |
Novak Djokovic | 2 | 2 | 0 |
Jannik Sinner | 2 | 0 | 2 |
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Novak Djokovic vs Jannik Sinner: Head-to-head stats (Overall)
Novak Djokovic and Jannik Sinner have met 9 times in the history of Tennis, spanning from 2021 to 2025. Here's the complete head-to-head stats for a clear understanding:
Player | Rank | Matches Played | Won | Lost |
Novak Djokovic | 6 | 9 | 4 | 5 |
Jannik Sinner | 1 | 9 | 5 | 5 |
Novak Djokovic vs Jannik Sinner: Event Breakdown

Each encounter between he two iconic players have been close-call matches, defined by true sportsmanship. They have met 9 times, including a quarterfinal match, 4 semifinals, and 2 Finals (the 2024 Shanghai Masters Final and Nitto ATP Final).
2023 Nitto ATP Final, Djokovic defeated Sinner (6-3, 6-3)
Djokovic served his way to an early advantage, losing just 2 points in the first seven service games. Whereas the World No. 1 tried to play the match in his own terms and kept the game going.
Things intensified on the second set where Sinner two break points to level the set, but the legendary Serbian once again took the game out by his strong serving escapes.
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2023 Davis Cup Semi-final, Sinner defeatd Djokovic (6-2, 2-6, 7-5)
The 2023 Davis Cup saw a remarkable battle of No. 1 players from both countries. Djokovic was on the brink of sending his country to the final when he brought up three match points in the final set. But Sinner did not let him get away with it, serving his way through to win the match.
2024 Australian Open Semi-final, Sinner defeatd Djokovic (6-1, 6-2, 6-7(6), 6-3)
This victory was particularly notable as it was Djokovic's first-ever loss in an Australian Open semi-final or final, ending his incredible 33-match winning streak at the tournament.
Sinner's dominant performance, especially in the first two sets, showcased his immense growth and resilience, even after Djokovic managed to snatch the third set in a tie-break.
It was a clear victory for the young Italian, who later went on to win his first Grand Slam title.
2024 ATP Masters 1000 Shanghai Final, Sinner defeated Djokovic (7-6(4), 6-3)
Jannik Sinner won his third ATP Masters 1000 Shanghai title and defeated Djokovic thrice in a row with the conclusion of his final match. This win was also notable for the Italian, as it also secured him the World No. 1 ranking, first time in his career, while denying Djokovic his milestone 100th career ATP title.
2025 Roland Garros Semi-final, Sinner defeated Djokovic (6-4, 7-5, 7-6(3))
While the scoreline suggests a relatively straightforward win, the match was fiercely contested, with Djokovic even holding set points in the third set.
however, Sinner's gameplay in crucial moments, particularly in the decisive tie-break, secured him the victory and a place in his first French Open final.
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Novak Djokovic vs Jannik Sinner: Head-to-head breakdown
Year | Winner | Event | Round |
2021 | Novak Djokovic | ATP Masters 1000 Monte-Carlo | Round of 32 |
2022 | Novak Djokovic | Wimbledon | Quarterfinal |
2023 | Novak Djokovic | Wimbledon | Semifinal |
2023 | Jannik Sinner | Nitto ATP | Round Robin |
2023 | Novak Djokovic | Nitro ATP | Final |
2023 | Jannik Sinner | Davis Cup | Semifinal |
2024 |
Jannik Sinner |
Australian Open | Semifinal |
2024 | Jannik Sinner | Masters 1000 Shanghai | Final |
2025 |
Jannik Sinner |
Roland Garros | Semifinal |