The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Australian Open WTA
|
1/32 | Aliaksandra Sasnovich |
3-6
1-6 |
| 2018 |
Australian Open WTA
|
1/64 | Mirjana Lucic-Baroni |
7-6
5-7 6-2 |
| 2018 |
Sydney International
|
1/16 | Petra Kvitova |
1-6
0-0 |
| 2018 |
Brisbane International
|
1/8 | Alize Cornet |
6-1
7-5 |
| 2017 |
Brisbane International
|
1/16 | Mirjana Lucic-Baroni |
4-6
6-4 0-6 |
| 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 |
