Grigor Dimitrov (Bulgaria) 2 - 1 Matteo Berrettini (Italy)
| Date | Tournament | Rnd | Winner | Score |
|---|---|---|---|---|
| 05 Jul 2026 |
The Championships
Wimbledon,
Great Britain
Grand Slam, Grass |
R32 |
Grigor Dimitrov
(BUL  )
|
6-3 6-4 3-6 5-7 6-3 |
| 23 Oct 2019 |
Erste Bank Open 500
Vienna,
Austria
ATP Tour 500, Hard |
R16 |
Matteo Berrettini
(ITA  )
|
6-7(5) 6-7(1) |
| 14 Apr 2019 |
Monte-Carlo Rolex Masters
Monte-Carlo,
Monaco
ATP Tour Masters, Clay |
R64 |
Grigor Dimitrov
(BUL )
|
7-5 6-4 |