Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Tianjin Open, Qualification
|
1/12 (Special Qual) | Sabine Lisicki |
6-2
6-1 |
| 2018 |
Tashkent Open
|
1/16 | Vera Lapko |
1-6
3-6 |
| 2018 |
US Open, Qualification WTA
|
1/32 | Anastasia Potapova |
6-7
3-6 |
| 2018 |
US Open, Qualification WTA
|
1/64 | Bojana Jovanovski |
6-4
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 |
