Down 3-5 to start, Osaka overcame Tomljanovic, 7-6 (3), 6-4, for her 22nd consecutive win.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2011 |
Bank of the West Classic, Qualification
|
Championship | Urszula Radwanska |
6-3
5-7 6-1 |
| 2010 |
Mercury Insurance Open, Qualification
|
Championship | Ajla Tomljanovic |
2-6
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 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 |
|---|---|---|---|---|
| 2020 |
Prague
|
1/64 | Reka-Luca Jani |
6-1
6-1 |
| 2020 |
Australian Open, Qualification WTA
|
1/64 | Johanna Larsson |
6-3
6-1 |
| 2019 |
Taipei
|
1/8 | Danka Kovinic |
6-2
7-5 |
| 2019 |
Taipei
|
1/16 | Urszula Radwanska |
6-0
1-6 2-6 |
