The Serb tied Roger Federer for second-most wins for a man in French Open history.
| 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 |
|---|---|---|---|---|
| 2020 |
Roland Garros WTA
|
1/64 | Anastasia Pavlyuchenkova |
1-6
6-2 1-6 |
| 2020 |
Internazionali BNL d'Italia
|
1/8 | Elina Svitolina |
6-7
4-6 |
| 2020 |
Internazionali BNL d'Italia
|
1/16 | Svetlana Kuznetsova |
6-4
5-7 3-6 |
| 2020 |
Internazionali BNL d'Italia
|
1/32 | Svetlana Kuznetsova |
6-3
6-7 3-6 |
| 2020 |
Istanbul Open
|
1/8 | Eugenie Bouchard |
6-7
7-6 2-6 |
