The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Swiss Indoors Basel
Switzerland, Basel |
1/8 | Federico Delbonis |
6-7
7-6 6-3 |
| 2015 |
US Men's Clay Court Championships
|
1/16 | Federico Delbonis |
2-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Andalucia Open
|
1/8 | Albert Ramos-Vinolas |
6-3
4-6 6-3 |
| 2021 |
Andalucia Open
|
1/16 | Richard Berankis |
4-6
7-6 5-7 |
| 2021 |
Miami Open
|
1/32 | Jan-Lennard Struff |
6-3
6-4 |
| 2021 |
Miami Open
|
1/64 | Richard Berankis |
6-7
2-6 |
| 2021 |
Australian Open ATP
|
1/32 | Karen Khachanov |
6-2
6-4 6-4 |
| 2021 |
Australian Open ATP
|
1/64 | Richard Berankis |
6-2
7-5 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Monte Carlo Masters
|
1/32 | Federico Delbonis |
7-5
6-1 |
| 2021 |
Monte Carlo Masters, Qualification
|
1/7 (Special Qual) | Federico Delbonis |
6-3
3-6 4-6 |
| 2021 |
Monte Carlo Masters, Qualification
|
1/14 (Special Qual) | Federico Delbonis |
2-6
5-7 |
| 2021 |
Andalucia Open
|
1/8 | Norbert Gombos |
5-7
7-6 7-6 |
| 2021 |
Andalucia Open
|
1/16 | Federico Delbonis |
5-7
1-6 |
