Wimbledon 2025 Men’s R16 Recap: Djokovic Rolls, Dimitrov Retires, Shelton and Cobolli Break Through

The Men’s Singles Round of 16 at Wimbledon 2025 delivered drama, dominance, and heartbreak as the tournament nears its thrilling finale. With spots in the quarterfinals on the line, tennis fans witnessed Novak Djokovic’s powerful comeback, Grigor Dimitrov’s unfortunate retirement, and rising stars Ben Shelton and Flavio Cobolli making strong statements.

Novak Djokovic Roars Back Against Alex de Minaur

After dropping the first set 1-6 against Australia’s Alex de Minaur, Novak Djokovic reminded the world why he’s a seven-time Wimbledon champion. The Serbian legend turned the match on its head, storming through the next three sets 6-4, 6-4, 6-4 to punch his ticket to the quarterfinals.

Despite some initial struggles, Djokovic’s serve and movement improved as the match progressed, proving he remains a major threat in the latter stages. His experience and composure once again made the difference on the grass courts of the All England Club.

Sinner Advances After Dimitrov’s Emotional Exit

In one of the most heartbreaking moments of Wimbledon 2025, Grigor Dimitrov was forced to retire due to a pectoral injury despite leading World No. 1 Jannik Sinner two sets to none. Dimitrov had claimed the first two sets 6-3, 7-5 and looked poised to deliver a massive upset, but injury struck during the third set with the score tied at 2-2.

Sinner was quick to check on his opponent, showing class and empathy in the emotional scene. The final result: 3-6, 5-7, 2-2 (retired) in favor of Sinner, who now moves on to face Ben Shelton in the next round.

Ben Shelton Survives a Battle with Lorenzo Sonego

American Ben Shelton showed grit and resilience in his four-set victory over Italy’s Lorenzo Sonego. After dropping the opening set, Shelton surged back to win 3-6, 6-1, 7-6(1), 7-5. His powerful serve and aggressive baseline play proved crucial in the tight third and fourth sets.

This marks a significant Grand Slam breakthrough for Shelton, who now prepares for a tough quarterfinal clash with top seed Jannik Sinner.

Flavio Cobolli Outlasts Marin Cilic in Five-Set Thriller

On Court 2, rising Italian Flavio Cobolli continued his dream run by outlasting former US Open champion Marin Cilic in an epic five-set encounter. Cobolli raced to a two-set lead, but Cilic clawed his way back, pushing the match to a decider. Ultimately, Cobolli prevailed 6-4, 6-4, 6-7, 4-6, 7-3 in one of the most intense matches of the round.

Cobolli’s poise under pressure and physical endurance were impressive, solidifying his status as one of the tournament’s breakout stars.

Quarterfinals Set for Wimbledon 2025 Men’s Singles

Novak Djokovic vs. TBD
Jannik Sinner vs. Ben Shelton
Flavio Cobolli advances to face next opponent

With top contenders like Djokovic and Sinner still in the mix, and new names like Cobolli and Shelton making their mark, the final stages of Wimbledon 2025 promise unforgettable action.