Down 3-5 to start, Osaka overcame Tomljanovic, 7-6 (3), 6-4, for her 22nd consecutive win.
| 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 |
Monte Carlo Masters
|
1/32 | Grigor Dimitrov |
6-3
6-4 |
| 2021 |
Sardegna Open
|
Quarter Finals | Nikoloz Basilashvili |
7-5
4-6 6-3 |
| 2021 |
Sardegna Open
|
1/8 | Jan-Lennard Struff |
4-6
2-6 |
| 2021 |
Sardegna Open
|
1/16 | Jan-Lennard Struff |
6-1
1-6 5-7 |
| 2021 |
Miami Open
|
1/16 | Roberto Bautista Agut |
6-4
3-6 2-6 |
| 2021 |
Miami Open
|
1/32 | Jan-Lennard Struff |
6-3
6-4 |
