Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Australian Open WTA
|
1/64 | Su-Wei Hsieh |
3-6
0-2 |
| 2016 |
US Open WTA
United States, New York, Flushing Meadows |
1/64 | Johanna Larsson |
4-6
2-6 |
| 2016 |
Cincinnati Masters, Qualification
|
1/12 (Special Qual) | Kurumi Nara |
6-1
7-5 |
| 2016 |
Cincinnati Masters, Qualification
|
1/24 (Special Qual) | Karin Knapp |
7-6
3-6 6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Pau
|
Final | Ernests Gulbis |
3-6
4-6 |
| 2020 |
Pau
|
Semi Finals | Jerzy Janowicz |
4-6
7-6 6-7 |
| 2020 |
Pau
|
1/8 | Jerzy Janowicz |
6-4
6-7 6-3 |
| 2020 |
Pau
|
1/16 | Jerzy Janowicz |
4-6
4-6 |
| 2020 |
Pau
|
1/32 | Jerzy Janowicz |
4-6
5-7 |
| 2020 |
Quimper
|
1/16 | Quentin Halys |
