The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Rolex Paris Masters, Qualification
|
1/6 (Special Qual) | Richard Berankis |
6-3
3-6 7-6 |
| 2019 |
China Open, Qualification
|
1/8 | Damir Dzumhur |
6-3
6-7 6-1 |
| 2017 |
Erste Bank Open
|
1/16 | Damir Dzumhur |
6-4
6-2 |
| 2017 |
VTB Kremlin Cup
|
Final | Damir Dzumhur |
6-2
1-6 6-4 |
| 2016 |
Delray Beach International Tennis Championships
|
1/16 | Damir Dzumhur |
6-4
6-2 |
| 2016 |
Memphis Open
|
1/8 | Richard Berankis |
3-6
4-6 |
| 2013 |
Brisbane International, Qualification
|
1/16 | Richard Berankis |
3-6
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Roland Garros ATP
|
1/32 | Novak Djokovic |
6-1
6-2 6-2 |
| 2020 |
Roland Garros ATP
|
1/64 | Richard Berankis |
1-6
4-6 4-6 |
| 2020 |
US Open ATP
|
1/16 | Pablo Carreno Busta |
6-4
6-3 6-2 |
| 2020 |
US Open ATP
|
1/32 | Richard Berankis |
7-5
6-2 1-6 7-6 |
| 2020 |
US Open ATP
|
1/64 | Richard Berankis |
6-7
6-4 4-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification ATP
|
1/16 | Kimmer Coppejans |
2-6
0-6 |
| 2021 |
Australian Open, Qualification ATP
|
1/64 | Damir Dzumhur |
5-7
6-3 6-2 |
| 2020 |
Astana Open
|
1/16 | Yuichi Sugita |
1-6
7-5 4-6 |
