[50] Jelena Ostapenko 2-6,1-6 Jennifer Brady [14] 2021-05-02 14:15
Stadium: Arantxa Sanchez Stadium Round: 25 Ground: Clay
Head to Head
| WTA Dubai | 2019/02/18 11:20 | Jennifer Brady v Jelena Ostapenko | 6-4,6-0 |
| WTA Stuttgart Qual | 2017/04/24 09:00 | Jelena Ostapenko v Jennifer Brady | 5-7,6-1,6-3 |