S. Tsitsipas - - N. Djokovic

Their most significant encounters occurred on the world's biggest stages, both ending in historic milestones for Djokovic:

: Djokovic secured a more straightforward straight-sets win (6-3, 7-6, 7-5) to claim his 10th Australian Open title and 22nd Grand Slam, equalling the all-time record at the time. Head-to-Head Statistics S. Tsitsipas - N. Djokovic

In a surprising turn of events at the in Indian Wells, the two rivals teamed up for the first time in doubles. Their most significant encounters occurred on the world's

Novak Djokovic leads the head-to-head rivalry against Stefanos Tsitsipas with 12 wins to 2, including dominant victories in two Grand Slam finals. While Djokovic has won the last 10 consecutive matches between them, the rivalry remains famous for high-intensity battles where Tsitsipas has frequently pushed the 24-time major champion to his limits. While Djokovic has won the last 10 consecutive

: In one of the most dramatic comebacks of his career, Djokovic recovered from two sets down to defeat Tsitsipas 6-7, 2-6, 6-3, 6-2, 6-4. This victory made Djokovic the first man in the Open Era to win every Grand Slam title at least twice.