Down 3-5 to start, Osaka overcame Tomljanovic, 7-6 (3), 6-4, for her 22nd consecutive win.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
China Open, Qualification
|
1/8 | Tsvetana Pironkova |
6-3
6-1 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Internazionali BNL d'Italia, Qualification
|
1/16 | Ajla Tomljanovic |
6-2
2-6 3-6 |
| 2021 |
Madrid Open
|
1/32 | Elena Rybakina |
4-6
0-6 |
| 2021 |
Madrid Open, Qualification
|
1/12 (Special Qual) | Ajla Tomljanovic |
6-7
1-6 |
| 2021 |
Madrid Open, Qualification
|
1/24 (Special Qual) | Ajla Tomljanovic |
4-6
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Madrid Open, Qualification
|
1/24 (Special Qual) | Anastasija Sevastova |
3-6
6-4 6-3 |
| 2021 |
Volvo Car Open
|
1/32 | Coco Gauff |
6-3
6-0 |
| 2021 |
Miami Open
|
1/32 | Aryna Sabalenka |
6-0
3-6 6-7 |
