On April 12, the quarter-finals of the ATP1000 Monte Carlo Masters were contested, and two-time champion Tsitsipas met 15th seed Khachanov. In this match, Tsitsipas eliminated Khachanov in straight sets, rewriting the record of the two sides to 8-1, and returning to the Monte Carlo semifinals after 2 years.
In the first set, Tsitsipas broke his opponent's serve as soon as he came up, Khachanov broke back in the second game, and in the third game, Tsitsipas broke again to take a 2-1 lead. After that, both sides held serve and in the 10th game Tsitsipas successfully held serve to win the first set 6-4.
In the fifth game of the second set, Tsitsipas took the lead to break serve, and in the seventh game, Tsitsipas broke again with four consecutive points, leading 5-2 to win the service game. In the eighth game, Tsitsipas successfully held serve and won the second set 6-2.
In a match that lasted one hour and 22 minutes, Tsitsipas defeated 15th seed Khachanov 6-4, 6-2 to reach the semi-finals. It was the third time in his career that he had reached the semi-finals at Monte Carlo and his 15th time at the Masters. In the semi-finals, Tsitsipas will face the winner between No.2 seed Sinner and No.7 seed Rune.