The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Australian Open
|
1/64 | Alexandr Dolgopolov |
1-6
6-3 4-6 2-6 |
| 2015 |
Sony Open Tennis
|
1/64 | Alexandr Dolgopolov |
4-6
1-6 |
| 2014 |
Australian Open
Australia, Victoria, Melbourne |
1/64 | Alexandr Dolgopolov |
5-7
5-7 2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Internazionali BNL d'Italia
|
1/32 | Novak Djokovic |
6-1
6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 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 |
| 2021 |
Murray River Open
|
1/8 | Jiri Vesely |
6-4
6-2 |
| 2021 |
Murray River Open
|
1/16 | Richard Berankis |
7-6
7-5 |
| 2021 |
Murray River Open
|
1/32 | Richard Berankis |
2-6
2-6 |
