Osaka's quest for major No. 4 begins with a brutal opening round against Pavlyuchenkova.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Mutua Madrid Open
|
Championship | ||
| 2014 |
Western & Southern Open
|
1/8 | Maria Sharapova |
6-4
7-6 |
| 2014 |
Porsche Tennis Grand Prix
|
1/8 | Maria Sharapova |
4-6
3-6 |
| 2014 |
Open GDF SUEZ
France, Paris |
Semi Finals | Anastasia Pavlyuchenkova |
6-4
3-6 4-6 |
| 2010 |
Western & Southern Financial Group Women
|
Championship | Maria Sharapova |
4-6
6-3 2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Phillip Island Trophy
|
1/8 | Daria Kasatkina |
2-6
6-1 6-4 |
| 2021 |
Phillip Island Trophy
|
1/16 | Anastasia Pavlyuchenkova |
7-5
4-6 2-6 |
| 2021 |
Australian Open WTA
|
1/64 | Naomi Osaka |
1-6
2-6 |
| 2021 |
Yarra Valley Classic
|
1/8 | Garbine Muguruza |
6-1
6-2 |
| 2021 |
Yarra Valley Classic
|
1/16 | Anastasia Pavlyuchenkova |
0-6
3-6 |
| 2021 |
Yarra Valley Classic
|
1/32 | Anastasia Pavlyuchenkova |
1-6
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Australian Open WTA
|
1/64 | Donna Vekic |
6-3
6-4 |
| 2020 |
Brisbane International
|
1/16 | Jennifer Brady |
6-3
1-6 6-7 |
| 2019 |
US Open WTA
|
1/64 | Serena Williams |
6-1
6-1 |
