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Daniil Medvedev vs Stefanos Tsitsipas: prediction for the October 14, 2026 match

I expect a hard-fought and lengthy battle
Thomas Jenkins
Author:
Thomas Jenkins, betting expert
Published:
Daniil Medvedev vs Stefanos Tsitsipas match prediction on 14.10.26
Tournament Shanghai, China
Venue Stadium Court (Shanghai)
Date & kick-off time

On October 14, Daniil Medvedev and Stefanos Tsitsipas will face each other in the fourth round of the tennis tournament in Shanghai. Here is my prediction for the upcoming match.

Daniil Medvedev

Medvedev has been somewhat unlucky throughout his career: first, Novak Djokovic and Rafael Nadal stood in his way, and then a new generation led by Jannik Sinner and Carlos Alcaraz emerged, preventing him from winning more majors. He has still managed to capture one Grand Slam title during his career.

This season has been a solid one for the Russian. He won tournaments in Guangzhou, Dubai and Brisbane, and climbed to fifth in the world rankings after starting the year in 13th place.

In Shanghai, Medvedev came through a difficult match against Germany’s Jan-Lennard Struff, winning 4:6, 6:4, 6:3, before overcoming Czech player Dalibor Svrcina 6:2, 6:3.

Stefanos Tsitsipas

The Greek tennis player was once a genuine rising star. He spent a long time in the top 10, and a Grand Slam triumph seemed only a matter of time. Then came a decline, and he is now ranked just 43rd in the world. Tsitsipas has plenty of skill, but his biggest issue is mental consistency.

This season, the Greek has won one title in Switzerland and has a positive win-loss record, but he has slipped seven places in the rankings. Things are going well for him in Shanghai so far: in the first round, Tsitsipas defeated Belgian Kimmer Coppejans 6:3, 7:5, then saw off Italian Luciano Darderi 6:3, 6:4. His most impressive victory came against the dangerous American Taylor Fritz, whom he beat 3:6, 7:5, 6:3.

Head-to-head

The two players have a rich history of head-to-head battles, having met 15 times. Medvedev currently leads 10-5. Their most recent encounter took place this year at the tournament in Doha, where Tsitsipas claimed a 6:3, 6:4 victory.

Match prediction

These two tennis players certainly cannot be called friends; quite the opposite, in fact, as they have even clashed directly on court. Medvedev is considered a slight favorite here, but I expect an entertaining and fiercely contested match that could go the distance. Both players are capable of holding serve effectively, so I believe the over 22.5 games is an attractive betting option.

Our Pick
Game Prediction Total over 22,5
1.76
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Game Prediction Our Pick
Total over 22,5
1.76