Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Roland Garros, Qualification WTA
|
1/24 (Special Qual) | Ivana Jorovic |
4-6
4-6 |
| 2016 |
Roland Garros, Qualification WTA
|
1/48 (Special Qual) | Mathilde Johansson |
5-7
1-6 |
| 2016 |
Grand Prix SAR La Princesse Lalla Meryem, Qualification
|
1/16 | Aryna Sabalenka |
6-3
7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 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 | |
| 2020 |
Rennes
|
1/16 | Constant Lestienne |
6-7
4-6 |
