Stadium: Court 2 Round: 27 Ground: Hardcourt outdoor
| ITF W25 Rancho Santa Fe | 2020/02/26 18:00 | Gabriela Ce v Hailey Baptiste | 1-6,3-6 |
| ITF W100 Nicholasville | 2020/02/10 18:55 | Hailey Baptiste v Francoise Abanda | 4-6,6-4,7-10 |
| WTA Newport Beach | 2020/01/28 18:45 | Nicole Gibbs v Hailey Baptiste | 6-4,6-4 |
| WTA Newport Beach | 2020/01/27 21:40 | Kayla Day v Hailey Baptiste | 6-4,4-6,3-6 |
| Australian Open - Kvinner | 2020/01/16 06:45 | Ludmilla Samsonova v Hailey Baptiste | 1-6,6-2,6-2 |
| Australian Open - Kvinner | 2020/01/14 00:00 | Kyoka Okamura v Hailey Baptiste | 1-6,4-6 |
| ITF W25 Tucson | 2019/11/24 20:00 | Marcela Zacarias v Hailey Baptiste | 6-4,4-6,3-6 |
| ITF W25 Tucson | 2019/11/23 20:45 | Hailey Baptiste v Katie Volynets | 6-1,7-6 |
| ITF W25 Rancho Santa Fe | 2020/02/26 19:45 | Ana Sofia Sanchez v Olga Danilovic | 4-6,3-6 |
| ITF W25 Rancho Santa Fe | 2020/02/24 21:10 | Lorraine M. Guillermo v Olga Danilovic | 4-6,6-2,1-6 |
| 2020 Fed Cup | 2020/02/08 08:50 | Olga Danilovic v Kaja Juvan | 2-6,2-6 |
| 2020 Fed Cup | 2020/02/06 14:55 | Olga Danilovic v Laura Correia | 6-1,6-2 |
| Australian Open - Kvinner | 2020/01/17 02:30 | Varvara Gracheva v Olga Danilovic | 6-2,4-6,6-1 |
| Australian Open - Kvinner | 2020/01/16 03:10 | Olga Danilovic v Jovana Jovic | 3-6,6-3,7-6 |
| WTA Houston | 2019/11/12 19:05 | Olga Danilovic v Ann Li | 1-6,5-7 |
| WTA Houston | 2019/11/10 18:40 | Olga Danilovic v Shelby Rogers | 6-3,7-6 |