Awaiting Gauff in the second round will be 2016 French Open champion Garbine Muguruza.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Roland Garros WTA
|
1/8 | Madison Keys |
2-6
4-6 |
| 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 |
US Open WTA
|
1/16 | Alize Cornet |
6-7
2-3 |
| 2020 |
US Open WTA
|
1/32 | Madison Keys |
6-2
6-1 |
| 2020 |
US Open WTA
|
1/64 | Madison Keys |
6-1
6-1 |
| 2020 |
Western & Southern Open
|
1/16 | Ons Jabeur |
4-6
1-6 |
| 2020 |
Credit One Bank Invitational
|
Championship | Madison Keys |
3-6
7-5 2-10 |
| 2020 |
Credit One Bank Invitational
|
Championship | Madison Keys |
1-6
7-6 4-10 |
