Shanghai Masters Prediction: Daniil Medvedev vs Stefanos Tsitsipas (10-5 H2H)
06:00 AM EDT
The Line: Medvedev -250 / Tsitsipas +180
Daniil Medvedev will face Stefanos Tsitsipas in the fourth round of the 2026 Shanghai Masters. The match is scheduled for Wednesday, October 14. Here’s our Daniil Medvedev vs Stefanos Tsitsipas prediction. This preview will include a Daniil Medvedev vs Stefanos Tsitsipas pick.
Daniil Medvedev vs Stefanos Tsitsipas Preview
Daniil Medvedev is coming off a straight sets win over Dalibor Svrcina in the last round of the Shanghai Masters. Medvedev defeated the Czech World No. 126, 6-2, 6-3 in an hour and 15 minutes. In the victory, Medvedev hit 6 aces and committed 5 double faults in the match. Medvedev landed 58% of first serves in play and won 81% of first serve points (26/32). Medvedev was broken once in the match but saved three out of four break points he faced. This was Medvedev’s 9th win in 10 matches at this year’s Asian swing. His only defeat came as a result of a default in the Beijing semifinals against Novak Djokovic.
Stefanos Tsitsipas stunned World No. 12 Taylor Fritz for a rare Top 20 win this season at the Shanghai Masters. Tsitsipas came from behind to beat the American 3-6, 7-5, 6-3 in two hours and 15 minutes to complete the shock win. In the victory, Tsitsipas hit 15 aces and committed just 2 double faults. Tsitsipas landed 61% of first serves in play and won 80% of first serve points (55/69). He saved eight of nine break points during the match. Tsitsipas last reached the quarterfinals of the Shanghai Masters in 2019.
Daniil Medvedev vs Stefanos Tsitsipas Head-to-head
Medvedev and Tsitsipas have met 15 times at all levels. Medvedev leads the Greek 10-5 in the head-to-head. Tsitsipas ended a three-match losing run against the Russian when they played in Doha earlier this year, beating him in straight sets.
Daniil Medvedev vs Stefanos Tsitsipas Prediction
It’s still too early to say Tsitsipas is back, but the Greek is having an encouraging career resurgence in the second half of this season. And at +180, I think it’s too high a price not to consider here. Tsitsipas is coming off one of the best wins of his season against Fritz, and his functioning serve and forehand can wreak havoc on Medvedev’s defensive strategy. I’ll take Tsitsipas to win outright.

