The Serb tied Roger Federer for second-most wins for a man in French Open history.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Coupe Banque Nationale
|
1/8 | Alison van Uytvanck |
6-4
7-6 |
| 2017 |
Coupe Banque Nationale
|
1/16 | Marina Erakovic |
6-4
6-1 |
| 2017 |
US Open, Qualification WTA
|
1/64 | Fanny Stollar |
4-6
2-6 |
| 2017 |
Bank of the West Classic
|
1/16 | Ana Konjuh |
3-6
0-1 |
| 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 |
