Dimitrov was playing fantastic tennis, running Sinner around the court and delivering booming serves. Dimitrov won the first set 6-3 and survived a hard-charging comeback attempt from the Italian in the second to take the set 7-5 and put the world No. 1 in a desperate position.

No. 1 Janik Sinner advanced to the Wimbledon quarterfinals Monday after his opponent, Grigor Dimitrov, retired injured while leading their fourth-round match two sets to love

Injuries have plagued ATP World No. 19 Grigor Dimitrov throughout the 2025 season. However, just yesterday, Dimitrov said he was "pain-free" and looking forward to his match against the top-ranked Jannik Sinner in the fourth round of Wimbledon.