Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification WTA
|
1/64 | Varvara Lepchenko |
3-6
6-2 6-0 |
| 2020 |
Roland Garros, Qualification WTA
|
1/24 (Special Qual) | Elena-Gabriela Ruse |
2-6
5-7 |
| 2020 |
Roland Garros, Qualification WTA
|
1/48 (Special Qual) | Francesca Di Lorenzo |
6-4
6-0 |
| 2020 |
US Open WTA
|
1/64 | Aliaksandra Sasnovich |
6-2
6-7 0-6 |
| 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 |
