[96] Kristie Ahn 5-7,3-6 Serena Williams [8] 2020-09-01 21:05
Stadium: Arthur Ashe Stadium Round: 23 Ground: Hardcourt outdoor
Home History
| WTA - New York | 2020/08/21 16:50 | Leylah Annie Fernandez v Kristie Ahn | 6-4,6-1 |
| WTA - New York | 2020/08/20 17:25 | Anna-Lena Friedsam v Kristie Ahn | 5-7,0-6 |
| WTA - Lexington | 2020/08/10 14:00 | Kristie Ahn v Jovana Jovic | 2-6,6-4,6-2 |
| WTA - Lexington | 2020/08/09 14:00 | Kristie Ahn v Gabriela Talaba | 7-6,2-6,7-5 |
| WTA - Indian Wells | 2020/03/05 19:45 | Kristie Ahn v Irina-Camelia Begu | 3-6,3-6 |
| WTA - Indian Wells | 2020/03/04 18:00 | Kristie Ahn v Usue Maitane Arconada | 6-1,4-6,6-1 |
| ITF W25 Glasgow | 2020/02/18 09:55 | Kristie Ahn v Dalma Galfi | 6-2,6-3 |
| WTA - St. Petersburg | 2020/02/11 14:30 | Donna Vekic v Kristie Ahn | 6-4,6-1 |
Away History
| 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 |
| Fed Cup 2020 | 2020/02/09 01:45 | Serena Williams v Anastasija Sevastova | 6-7,6-3,6-7 |
| Fed Cup 2020 | 2020/02/08 04:55 | Serena Williams v Jelena Ostapenko | 7-6,7-6 |
| Australian Open - Feminin | 2020/01/24 01:40 | Qiang Wang v Serena Williams | 6-4,6-7,7-5 |