Jannik Sinner vs Grigor Dimitrov Prediction & Picks - ATP Wimbledon Championships

Prediction published on 7/7/25, 8:16 AM  by Lou Aguila in ATP Wimbledon Championships Picks

Jannik Sinner of Italy will go for a spot in the quarterfinals of the 2025 Wimbledon Open on Monday, facing former tournament semifinalist Grigor Dimitrov of Bulgaria.

Sinner continued to dazzle at the All-England Club, becoming the only player to reach the fourth round of the 2025 Wimbledon Open without dropping a single set or needing a tiebreaker. Sinner put his shot-making excellence in full display in his third-round win over Pedro Martinez Portero of Spain 6-1 6-3 6-1. The Italian landed only 58 percent of his first serves but still managed to capture 34 points off these serves and add 19 more off the second. Converting 6 breakpoint chances also allowed Sinner to set the tone throughout the match.

After retiring in four consecutive Grand Slam tournaments, Dimitrov returned to this year’s Wimbledon Open with the hope of breaking the cycle and getting a better result in a major event. Dimitrov has already accomplished the goal after beating Sebastian Ofner of Australia 6-3 6-4 7-6(0) in the third round. On Monday, Dimitrov will be eyeing a dream run that would take him back to the quarterfinals of the Wimbledon Open at the expense of the world’s No.1 Jannik Sinner.