[53] Sofia Kenin 6-4,7-5 Jelena Ostapenko [16] 2023-09-20 19:00
Stadium: Estadio Akron de Tenis Round: 26 Ground: Hardcourt outdoor
Head to Head
| WTA Dubai | 2022/02/15 08:30 | Sofia Kenin v Jelena Ostapenko | 1-6,2-6 |
| French Open Women | 2021/05/31 14:25 | Sofia Kenin v Jelena Ostapenko | 6-4,4-6,6-3 |
| 2020 Fed Cup | 2020/02/08 23:15 | Sofia Kenin v Jelena Ostapenko | 3-6,6-2,2-6 |
Home History
| WTA Guadalajara | 2023/09/19 20:00 | Anhelina Kalinina v Sofia Kenin | 2-6,6-7 |
| WTA Guadalajara | 2023/09/18 23:00 | Sofia Kenin v Carol Zhao | 6-4,6-3 |
| WTA San Diego | 2023/09/16 23:00 | Sofia Kenin v Barbora Krejcikova | 4-6,6-2,4-6 |
| WTA San Diego | 2023/09/16 00:30 | Sofia Kenin v Emma Navarro | 6-2,5-7,6-4 |
| WTA San Diego | 2023/09/14 18:30 | Anastasia Potapova v Sofia Kenin | 2-6,3-6 |
| WTA San Diego | 2023/09/13 18:30 | Katie Volynets v Sofia Kenin | 6-1,4-6,2-6 |
| WTA San Diego | 2023/09/12 20:00 | Sofia Kenin v Veronika Kudermetova | 6-4,6-4 |
| US Open Women | 2023/08/31 23:10 | Daria Kasatkina v Sofia Kenin | 2-6,6-4,6-4 |
Away History
| WTA Guadalajara | 2023/09/19 23:30 | Marta Kostyuk v Jelena Ostapenko | 2-6,3-6 |
| WTA San Diego | 2023/09/13 22:20 | Jelena Ostapenko v Danielle Rose Collins | 6-2,3-6,4-6 |
| WTA San Diego | 2023/09/12 20:45 | Ekaterina Alexandrova v Jelena Ostapenko | 6-7,7-6,5-7 |
| US Open Women | 2023/09/05 16:10 | Jelena Ostapenko v Coco Gauff | 0-6,2-6 |
| US Open Women | 2023/09/04 02:10 | Iga Swiatek v Jelena Ostapenko | 6-3,3-6,1-6 |
| US Open Women | 2023/09/01 17:50 | Jelena Ostapenko v Bernarda Pera | 4-6,6-3,6-3 |
| US Open Women | 2023/08/31 00:40 | Jelena Ostapenko v Elina Avanesyan | 6-3,5-7,7-5 |
| US Open Women | 2023/08/28 23:00 | Jelena Ostapenko v Jasmine Paolini | 6-2,4-6,6-1 |