Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Bratislava
|
Quarter Finals | Mikhail Kukushkin |
3-6
7-6 4-0 |
| 2017 |
Bratislava
|
1/8 | Jerzy Janowicz |
6-7
6-7 |
| 2017 |
Bratislava
|
1/16 | Jerzy Janowicz |
3-6
7-5 7-6 |
| 2017 |
Eckental
|
Final | Maximilian Marterer |
6-7
6-3 3-6 |
| 2017 |
Eckental
|
Semi Finals | Jerzy Janowicz |
6-7
6-4 6-3 |
| 2017 |
Eckental
|
Quarter Finals | Jerzy Janowicz |
4-6
4-6 |
| 2017 |
Eckental
|
1/8 | Jerzy Janowicz |
6-7
3-6 |
| 2017 |
Eckental
|
1/16 | Jerzy Janowicz |
6-7
1-6 |
| 2017 |
Erste Bank Open, Qualification
|
1/8 | Guillermo Garcia-Lopez |
6-7
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Taipei
|
1/8 | Danka Kovinic |
6-2
7-5 |
| 2019 |
Taipei
|
1/16 | Urszula Radwanska |
6-0
1-6 2-6 |
| 2019 |
Korea Open Tennis, Qualification
|
1/12 (Special Qual) | Destanee Aiava |
6-1
6-7 1-6 |
| 2019 |
Jiangxi Open, Qualification
|
1/12 (Special Qual) | Urszula Radwanska |
7-6
6-2 |
