The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
VTB Kremlin Cup
|
1/8 | Richard Berankis |
3-6
7-6 7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Serbia Open
|
1/8 | Aslan Karatsev |
6-3
4-6 7-6 |
| 2021 |
Serbia Open
|
1/16 | Aljaz Bedene |
5-7
6-1 6-7 |
| 2021 |
Sardegna Open
|
Quarter Finals | Taylor Fritz |
3-6
4-6 |
| 2021 |
Sardegna Open
|
1/8 | Aljaz Bedene |
4-6
6-7 |
| 2021 |
Miami Open
|
1/32 | Kei Nishikori |
7-6
5-7 6-4 |
| 2021 |
Miami Open
|
1/64 | Aljaz Bedene |
7-6
1-6 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Serbia Open
|
1/16 | Federico Delbonis |
4-6
6-3 1-6 |
| 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 |
