Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| ITF W80 Macon | 2020/10/19 15:40 | Hailey Baptiste v Muhammad, Asia | 1-6,2-6 |
| US Open Women | 2020/08/31 15:00 | Kristina Mladenovic v Hailey Baptiste | 7-5,6-2 |
| WTA Lexington | 2020/08/09 19:10 | Hailey Baptiste v Usue Maitane Arconada | 5-7,2-6 |
| Matchplay 120 Women | 2020/07/08 20:00 | Hailey Baptiste v Brengle, Madison | 2-6,3-6 |
| US Pro Tennis Series Women | 2020/05/15 21:00 | Varvara Lepchenko v Hailey Baptiste | 6-4,6-2 |
| US Pro Tennis Series Women | 2020/05/15 15:30 | Panna Udvardy v Hailey Baptiste | 2-6,5-7 |
| US Pro Tennis Series Women | 2020/05/13 20:55 | Hailey Baptiste v Marine Partaud | 4-6,0-6 |
| US Pro Tennis Series Women | 2020/05/13 14:30 | van Nguyen, Chanelle v Hailey Baptiste | 3-6,3-6 |
| ITF W80 Macon | 2020/10/22 16:20 | Sara Errani v Ahn, Kristie | 6-3,6-4 |
| ITF W80 Macon | 2020/10/21 22:05 | Tessah Andrianjafitrimo v Ahn, Kristie | 3-6,3-6 |
| French Open Women | 2020/09/28 13:05 | Ahn, Kristie v Williams, Serena | 6-7,0-6 |
| US Open Women | 2020/09/01 21:05 | Ahn, Kristie v Williams, Serena | 5-7,3-6 |
| New York, USA | 2020/08/21 16:50 | Fernandez, Leylah Annie v Ahn, Kristie | 6-4,6-1 |
| New York, USA | 2020/08/20 17:25 | Anna-Lena Friedsam v Ahn, Kristie | 5-7,0-6 |
| WTA Lexington | 2020/08/10 14:00 | Ahn, Kristie v Jovic, J. | 2-6,6-4,6-2 |
| WTA Lexington | 2020/08/09 14:00 | Ahn, Kristie v Talaba, Gabriela | 7-6,2-6,7-5 |