Despite 16 aces, Dimitrov failed to convert any of his three break-point chances.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Genova
|
Final | Jerzy Janowicz |
6-7
4-6 |
| 2013 |
Wimbledon
|
1/16 | Jerzy Janowicz |
6-7
3-6 4-6 |
| 2013 |
Australian Open
Australia, Victoria, Melbourne |
1/16 | Nicolas Almagro |
7-6
7-6 6-1 |
| 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 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Szczecin
|
1/16 | Facundo Arguello |
7-5
2-1 |
