[71] Leylah Fernandez 1-6,2-6 Jelena Ostapenko [34] 2021-04-28 17:50
Stadium: Court 6 Round: 23 Ground: Grass
Home History
| WTA Madrid | 2021/04/27 16:30 | Leylah Annie Fernandez v Ana Konjuh | 6-7,6-2,4-6 |
| Billie Jean King Cup | 2021/04/17 08:50 | Nina Stojanovic v Leylah Annie Fernandez | 6-3,3-6,4-6 |
| Billie Jean King Cup | 2021/04/16 12:00 | Olga Danilovic v Leylah Annie Fernandez | 5-7,6-4,4-6 |
| WTA Charleston | 2021/04/07 16:50 | Leylah Annie Fernandez v Danka Kovinic | 4-6,6-3,3-6 |
| WTA Charleston | 2021/04/06 14:00 | Shuai Zhang v Leylah Annie Fernandez | 3-6,1-6 |
| WTA Miami | 2021/03/22 23:45 | Leylah Annie Fernandez v Mihaela Buzarnescu | 4-6,2-6 |
| WTA Monterrey | 2021/03/21 22:30 | Leylah Annie Fernandez v Viktorija Golubic | 6-1,6-4 |
| WTA Monterrey | 2021/03/20 22:35 | Leylah Annie Fernandez v Sara Sorribes Tormo | 7-5,7-5 |
Away History
| WTA Stuttgart | 2021/04/22 09:30 | Jelena Ostapenko v Karolina Pliskova | 7-6,4-6,3-6 |
| WTA Stuttgart | 2021/04/21 11:25 | Jelena Ostapenko v Stefanie Voegele | 6-4,7-5 |
| Billie Jean King Cup | 2021/04/16 15:00 | Jelena Ostapenko v Ankita Raina | 6-2,5-7,7-5 |
| WTA Miami | 2021/03/27 15:00 | Ashleigh Barty v Jelena Ostapenko | 6-3,6-2 |
| WTA Miami | 2021/03/25 17:30 | Jelena Ostapenko v Kirsten Flipkens | 6-2,5-7,6-3 |
| WTA Miami | 2021/03/24 17:00 | Jelena Ostapenko v Xiyu Wang | 6-4,6-7,6-1 |
| WTA St. Petersburg | 2021/03/17 20:00 | Jelena Ostapenko v Jaqueline Adina Cristian | 3-6,6-7 |
| WTA St. Petersburg | 2021/03/15 12:10 | Jelena Ostapenko v Paula Badosa | 6-2,6-2 |