Stadium: Court 3 Round: 25 Ground: Clay
| ITF W100 Charleston | 2020/11/03 17:05 | Veronica Cepede Royg v Hailey Baptiste | 2-6,7-6,8-10 |
| ITF W100 Charleston | 2020/11/02 19:15 | Hailey Baptiste v Robin Anderson | 6-1,7-5 |
| ITF W80 Tyler | 2020/10/30 17:00 | Katarzyna Kawa v Hailey Baptiste | 6-3,4-6,6-1 |
| ITF W80 Tyler | 2020/10/29 16:55 | Hailey Baptiste v Kristie Ahn | 6-2,6-2 |
| ITF W80 Macon | 2020/10/19 15:40 | Hailey Baptiste v Asia Muhammad | 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 Madison Brengle | 2-6,3-6 |
| ITF W80 Macon | 2020/10/21 22:10 | Astra Sharma v Francesca Di Lorenzo | 3-6,4-6 |
| French Open Women | 2020/09/30 09:30 | Astra Sharma v Ekaterina Alexandrova | 3-6,3-6 |
| French Open Women | 2020/09/27 09:00 | Anna Blinkova v Astra Sharma | 3-6,6-2,5-7 |
| French Open Women | 2020/09/25 09:50 | Astra Sharma v Martina Trevisan | 1-6,1-6 |
| French Open Women | 2020/09/24 09:30 | Astra Sharma v Yuki Naito | 6-4,6-4 |
| French Open Women | 2020/09/23 08:00 | Astra Sharma v Irina Ramialison | 6-4,6-4 |
| US Open Women | 2020/08/31 22:55 | Astra Sharma v Dayana Yastremska | 3-6,7-6,6-7 |
| WTA New York | 2020/08/21 18:40 | Astra Sharma v Vera Zvonareva | 4-6,2-6 |