[24] Jennifer Brady 4-6,3-6 Naomi Osaka [3] 2021-02-20 08:30
Stadium: Rod Laver Arena Round: 29 Ground: Hardcourt outdoor
Head to Head
| US Open Women | 2020/09/10 23:00 | Jennifer Brady v Naomi Osaka | 6-7,6-3,3-6 |
| WTA Charleston | 2018/04/02 17:30 | Jennifer Brady v Naomi Osaka | 4-6,4-6 |