Awaiting Gauff in the second round will be 2016 French Open champion Garbine Muguruza.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Internationaux de Strasbourg
|
1/8 | Katerina Siniakova |
2-6
4-6 |
| 2020 |
Internationaux de Strasbourg
|
1/16 | Katerina Siniakova |
4-6
7-6 6-1 |
| 2020 |
Internazionali BNL d'Italia
|
1/16 | Daria Kasatkina |
6-2
6-3 |
| 2020 |
Internazionali BNL d'Italia
|
1/32 | Katerina Siniakova |
6-3
6-1 |
| 2020 |
US Open WTA
|
1/64 | Kaia Kanepi |
1-6
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Hamburg European Open
|
1/16 | Karen Khachanov |
7-6
4-6 7-5 |
| 2020 |
Internazionali BNL d'Italia
|
1/32 | Federico Coria |
1-6
6-7 |
| 2020 |
US Open ATP
|
1/16 | Novak Djokovic |
6-3
6-3 6-1 |
| 2020 |
US Open ATP
|
1/32 | Jan-Lennard Struff |
2-6
2-6 5-7 |
| 2020 |
US Open ATP
|
1/64 | Jan-Lennard Struff |
0-6
5-7 4-6 |
