Down 3-5 to start, Osaka overcame Tomljanovic, 7-6 (3), 6-4, for her 22nd consecutive win.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Brisbane International
|
1/16 | Ajla Tomljanovic |
6-1
3-6 0-6 |
| 2018 |
US Open WTA
|
1/32 | Katerina Siniakova |
6-3
6-7 7-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
MUSC Health Women's Open
|
1/8 | Clara Tauson |
1-6
4-6 |
| 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 |
Miami Open
|
1/64 | Ana Konjuh |
6-7
5-7 |
| 2021 |
St. Petersburg Ladies Trophy
|
1/8 | Margarita Gasparyan |
4-6
4-6 |
| 2021 |
St. Petersburg Ladies Trophy
|
1/16 | Katerina Siniakova |
6-1
6-2 |
| 2021 |
Dubai Duty Free Tennis Championships
|
1/32 | Ons Jabeur |
6-2
6-3 |
