[22] Maria Sakkari 3-6,7-6,3-6 Serena Williams [8] 2020-09-07 16:00
Stadium: Arthur Ashe Stadium Round: 26 Ground: Hardcourt outdoor
Head to Head
| WTA New York | 2020/08/26 00:40 | Maria Sakkari v Serena Williams | 5-7,7-6,6-1 |
| Hopman Kupa - nők | 2018/12/31 04:30 | Serena Williams v Maria Sakkari | 7-6,6-2 |
Home History
| US Open - nők | 2020/09/05 15:00 | Maria Sakkari v Amanda Anisimova | 6-3,6-1 |
| US Open - nők | 2020/09/03 15:00 | Maria Sakkari v Bernarda Pera | 2-6,6-3,6-2 |
| US Open - nők | 2020/09/02 01:00 | Maria Sakkari v Stefanie Voegele | 6-3,3-6,7-5 |
| WTA New York | 2020/08/26 21:00 | Johanna Konta v Maria Sakkari | 6-4,6-3 |
| WTA New York | 2020/08/26 00:40 | Maria Sakkari v Serena Williams | 5-7,7-6,6-1 |
| WTA New York | 2020/08/24 18:00 | Maria Sakkari v Yulia Putintseva | 6-4,7-6 |
| WTA New York | 2020/08/22 16:55 | Maria Sakkari v Cori Gauff | 6-1,6-3 |
| WTA Palermo | 2020/08/03 22:30 | Kristyna Pliskova v Maria Sakkari | 6-4,6-4 |
Away History
| US Open - nők | 2020/09/05 18:10 | Sloane Stephens v Serena Williams | 6-2,2-6,2-6 |
| US Open - nők | 2020/09/03 23:00 | Margarita Betova v Serena Williams | 2-6,4-6 |
| US Open - nők | 2020/09/01 21:05 | Kristie Ahn v Serena Williams | 5-7,3-6 |
| WTA New York | 2020/08/26 00:40 | Maria Sakkari v Serena Williams | 5-7,7-6,6-1 |
| WTA New York | 2020/08/24 17:00 | Arantxa Rus v Serena Williams | 6-7,6-3,6-7 |
| WTA Lexington | 2020/08/14 19:15 | Serena Williams v Shelby Rogers | 6-1,4-6,6-7 |
| WTA Lexington | 2020/08/13 16:45 | Serena Williams v Venus Williams | 3-6,6-3,6-4 |
| WTA Lexington | 2020/08/11 15:00 | Serena Williams v Bernarda Pera | 4-6,6-4,6-1 |