Jannik Sinner vs Grigor Dimitrov Prediction & Betting Tips - ATP Wimbledon Championships

Prediction published on 06/07/2025, 03:58  by Daniel Ngulu | Modified on 06/07/2025 at 04:00 in ATP Wimbledon Championships Predictions

Jannik Sinner is keen on breaking the Alcaraz-Djokovic dominance at Wimbledon, and in this quest, he will take on Grigor Dimitrov next. These two meet for the sixth time in the fourth round on Monday. The winner here will take on Ben Shelton or Lorenzo Sonego in the quarter-finals. In his customary ruthless fashion, Sinner has posted three straight wins so far, all in straight sets. He was expected to have tough run-outs against Luca Nardi, Aleksandar Vukic, and Pedro Martinez, but the world No. 1 won all with ease. Wimbledon is one of the two Grand Slam titles he is yet to win, his best here having been the semis.

Dimitrov won the first-ever meeting with Sinner in 2020 on the clay courts of Rome. That’s all the success he’s posted against the Italian. In their next four meetings, Dimitrov could only win one set. This will be their second meeting at the Grand Slam level and their first on grass, and Dimitrov comes in as the underdog. The Bulgarian has suffered four defeats in his last nine matches. At Wimbledon, Dimitrov has improved on his first-round exits in the earlier two majors this year. A former world No. 3, Dimitrov has in the past 12 months faced three top 10 players and lost all.