Osaka's quest for major No. 4 begins with a brutal opening round against Pavlyuchenkova.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Qatar Total Open
|
Championship | ||
| 2016 |
Rogers Cup
Canada, Quebec, Montreal |
1/32 | Anastasia Pavlyuchenkova |
4-6
6-1 5-7 |
| 2016 |
Wimbledon WTA
England, Wimbledon |
1/32 | Anastasia Pavlyuchenkova |
5-7
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Adelaide International
|
1/8 | Storm Sanders |
4-6
7-5 1-6 |
| 2021 |
Adelaide International
|
1/16 | Yulia Putintseva |
6-4
6-4 |
| 2021 |
Australian Open WTA
|
1/16 | Elina Svitolina |
4-6
0-6 |
| 2021 |
Australian Open WTA
|
1/32 | Yulia Putintseva |
6-4
1-6 6-2 |
| 2021 |
Australian Open WTA
|
1/64 | Yulia Putintseva |
4-6
6-2 6-3 |
| 2021 |
Grampians Trophy
|
1/8 | Victoria Azarenka |
6-4
1-6 11-9 |
| 2021 |
Grampians Trophy
|
1/16 | Yulia Putintseva |
7-6
6-4 |
| 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 |
