[11] Kiki Bertens 0-6,2-6 Jelena Ostapenko [51] 2021-03-01 15:00
Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
Head to Head
| WTA Madrid | 2019/05/06 10:00 | Kiki Bertens v Jelena Ostapenko | 6-4,6-3 |
| Wimbledon Women | 2016/06/27 16:45 | Jelena Ostapenko v Kiki Bertens | 3-6,2-6 |
Home History
| French Open Women | 2020/10/04 09:00 | Martina Trevisan v Kiki Bertens | 6-4,6-4 |
| French Open Women | 2020/10/02 17:30 | Katerina Siniakova v Kiki Bertens | 2-6,2-6 |
| French Open Women | 2020/09/30 09:30 | Sara Errani v Kiki Bertens | 6-7,6-3,7-9 |
| French Open Women | 2020/09/28 10:55 | Katarina Zavatska v Kiki Bertens | 6-2,2-6,0-6 |
| WTA Rome | 2020/09/17 16:45 | Kiki Bertens v Polona Hercog | 4-6,4-6 |
| German Tennis Exhibition Women | 2020/07/17 17:10 | Anastasija Sevastova v Kiki Bertens | 6-1,6-4 |
| German Tennis Exhibition Women | 2020/07/14 15:40 | Petra Kvitova v Kiki Bertens | 6-3,6-2 |
| WTA Doha | 2020/02/26 13:15 | Kiki Bertens v Saisai Zheng | 6-3,3-6,4-6 |
Away History
| Australian Open Women | 2021/02/09 05:55 | Karolina Muchova v Jelena Ostapenko | 7-5,6-2 |
| WTA Gippsland Trophy | 2021/02/03 00:00 | Jelena Ostapenko v Elina Svitolina | 7-6,3-6,2-6 |
| WTA Gippsland Trophy | 2021/02/01 05:00 | Jelena Ostapenko v Danka Kovinic | 6-4,7-5 |
| WTA Gippsland Trophy | 2021/01/31 02:55 | Jelena Ostapenko v Sara Errani | 4-6,6-3,6-1 |
| WTA Ostrava | 2020/10/22 10:00 | Ons Jabeur v Jelena Ostapenko | 6-4,6-4 |
| WTA Ostrava | 2020/10/21 14:05 | Jelena Ostapenko v Petra Martic | 6-3,6-1 |
| French Open Women | 2020/10/03 15:15 | Paula Badosa v Jelena Ostapenko | 6-4,6-3 |
| French Open Women | 2020/10/01 09:00 | Jelena Ostapenko v Karolina Pliskova | 6-4,6-2 |