stadio: Court 16 Round: 26 Ground: Clay
| ITF W25 Boca Raton | 2021/02/24 18:45 | Robin Montgomery v Jovana Jovic | 6-1,6-1 |
| ITF W25 Orlando | 2021/02/17 15:00 | Amanda Anisimova v Robin Montgomery | 6-7,6-4,6-3 |
| ITF W60 Rome, GA | 2021/01/29 16:00 | Robin Montgomery v Irene Burillo Escorihuela | 6-3,3-6,3-6 |
| ITF W60 Rome, GA | 2021/01/28 16:55 | Maria Camila Osorio v Robin Montgomery | 4-6,3-6 |
| ITF W60 Rome, GA | 2021/01/27 20:35 | Tara Moore v Robin Montgomery | 3-6,0-6 |
| ITF W60 Rome, GA | 2021/01/26 16:30 | Erin Routliffe v Robin Montgomery | 1-6,3-6 |
| ITF W60 Rome, GA | 2021/01/25 18:30 | Katarina Jokic v Robin Montgomery | 6-4,3-6,7-10 |
| ITF W25 Orlando | 2020/11/15 14:50 | Robin Montgomery v Alycia Parks | 6-3,4-6,2-6 |
| ITF W25 Boca Raton | 2021/02/23 20:10 | Hailey Baptiste v Varvara Flink | 6-1,4-6,7-6 |
| ITF W25 Orlando | 2021/02/17 23:05 | Hailey Baptiste v Renata Zarazua | 7-5,5-7,3-6 |
| ITF W60 Rome, GA | 2021/01/27 20:35 | Veronica Cepede Royg v Hailey Baptiste | 6-2,6-3 |
| Australian Open femminili | 2021/01/12 06:00 | Hailey Baptiste v Maria Camila Osorio | 6-7,6-7 |
| Australian Open femminili | 2021/01/10 08:00 | Victoria Kan v Hailey Baptiste | 6-7,2-6 |
| ITF W100 Charleston | 2020/11/05 16:50 | Hailey Baptiste v Lauren Davis | 2-6,1-6 |
| ITF W100 Charleston | 2020/11/04 19:45 | Hailey Baptiste v Astra Sharma | 6-2,7-6 |
| ITF W100 Charleston | 2020/11/03 17:05 | Veronica Cepede Royg v Hailey Baptiste | 2-6,7-6,8-10 |