Keys will return to the court for the first time since the French Open last September.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Cary
|
1/8 | Prajnesh Gunneswaran |
6-7
6-2 7-6 |
| 2020 |
Cary
|
1/16 | Jack Sock |
6-7
3-6 |
| 2020 |
Roland Garros ATP
|
1/32 | Dominic Thiem |
1-6
3-6 6-7 |
| 2020 |
Roland Garros ATP
|
1/64 | Jack Sock |
4-6
4-6 3-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Qatar Total Open
|
1/16 | Madison Keys |
6-4
6-1 |
| 2021 |
Adelaide International
|
Final | Iga Swiatek |
6-2
6-2 |
| 2021 |
Adelaide International
|
Semi Finals | Belinda Bencic |
6-7
7-6 2-6 |
| 2021 |
Adelaide International
|
Quarter Finals | Belinda Bencic |
2-6
4-6 |
| 2021 |
Adelaide International
|
1/8 | Belinda Bencic |
1-6
3-6 |
