Down 3-5 to start, Osaka overcame Tomljanovic, 7-6 (3), 6-4, for her 22nd consecutive win.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Internationaux de Strasbourg
|
1/16 | Zhang Shuai |
6-3
4-6 2-6 |
| 2014 |
Family Circle Cup
|
1/16 | Ajla Tomljanovic |
6-4
6-7 3-6 |
| 2014 |
Abierto Mexicano TELCEL presented by HSBC
|
Quarter Finals | Zhang Shuai |
1-6
7-5 2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
MUSC Health Women's Open
|
1/16 | Ajla Tomljanovic |
6-1
6-1 |
| 2021 |
Volvo Car Open
|
1/8 | Sloane Stephens |
3-6
4-6 |
| 2021 |
Volvo Car Open
|
1/16 | Ajla Tomljanovic |
6-4
5-7 5-7 |
| 2021 |
Volvo Car Open
|
1/32 | Ajla Tomljanovic |
6-3
6-0 |
| 2021 |
Miami Open
|
1/32 | Naomi Osaka |
6-7
4-6 |
| 2021 |
Miami Open
|
1/64 | Ajla Tomljanovic |
5-7
0-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Volvo Car Open
|
1/32 | Leylah Fernandez |
3-6
1-6 |
| 2021 |
Miami Open
|
1/64 | Andrea Petkovic |
7-5
6-1 |
