Awaiting Gauff in the second round will be 2016 French Open champion Garbine Muguruza.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 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 |
| 2020 |
Western & Southern Open
|
1/32 | Kirsten Flipkens |
3-6
3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
US Open, Qualification WTA
|
1/64 | Cindy Burger |
4-6
6-4 7-5 |
| 2016 |
Roland Garros WTA
|
1/64 | Polona Hercog |
6-4
7-6 |
