[65] Venus Williams 7-5,2-6,5-7 Dayana Yastremska [25] 2020-08-22 21:10
Stadium: Grandstand Round: 24 Ground: Hardcourt outdoor
Home History
| WTA Lexington | 2020/08/13 16:45 | Serena Williams v Venus Williams | 3-6,6-3,6-4 |
| WTA Lexington | 2020/08/11 19:40 | Venus Williams v Victoria Azarenka | 6-3,6-2 |
| WTA Monterrey | 2020/03/03 01:00 | Venus Williams v Anna Karolina Schmiedlova | 6-4,3-6,2-6 |
| WTA Acapulco | 2020/02/25 22:00 | Kaja Juvan v Venus Williams | 4-6,7-6,6-2 |
| Australian Open Women | 2020/01/20 05:00 | Venus Williams v Cori Gauff | 6-7,3-6 |
| WTA Tianjin | 2019/10/07 07:40 | Venus Williams v Rebecca Peterson | 3-6,6-4,3-6 |
| WTA Beijing | 2019/09/30 10:55 | Belinda Bencic v Venus Williams | 3-6,6-3,7-5 |
| WTA Beijing | 2019/09/29 06:20 | Barbora Strycova v Venus Williams | 3-6,6-4,5-7 |
Away History
| WTA Palermo | 2020/08/07 20:25 | Dayana Yastremska v Camila Giorgi | 6-4,6-7,3-6 |
| WTA Palermo | 2020/08/06 21:40 | Dayana Yastremska v Oceane Dodin | 6-2,6-4 |
| WTA Palermo | 2020/08/03 20:50 | Dayana Yastremska v Sara Sorribes Tormo | 6-3,6-4 |
| WTA Doha | 2020/02/26 19:35 | Garbine Muguruza v Dayana Yastremska | 6-2,6-4 |
| WTA Doha | 2020/02/25 14:05 | Dayana Yastremska v Sofia Kenin | 6-3,7-6 |
| WTA Doha | 2020/02/24 16:05 | Dayana Yastremska v Kirsten Flipkens | 6-2,6-4 |
| WTA Dubai | 2020/02/18 11:55 | Veronika Kudermetova v Dayana Yastremska | 5-7,6-3,7-6 |
| 2020 Fed Cup | 2020/02/08 10:55 | Dayana Yastremska v Elena Malygina | 6-3,6-1 |