| UTR Pro Tennis Series Florida Women | 2021/11/03 17:00 | Anastasia Sysoeva v Jingyi Li | 6-1,6-1 |
| UTR Pro Tennis Series Florida Women | 2021/11/02 14:00 | Anastasia Sysoeva v Sophia C-Ignatiev | 6-0,6-0 |
| UTR Pro Tennis Series Florida Women | 2021/11/01 16:00 | Sonya Macavei v Anastasia Sysoeva | 3-6,6-3,6-2 |
| ITF W25 Florence | 2021/10/13 20:00 | Xiyu Wang v Anastasia Sysoeva | 6-2,6-0 |
| ITF W25 Florence | 2021/10/12 14:00 | Anastasia Sysoeva v Joelle Kissell | 6-1,6-3 |
| ITF W15 Hilton Head | 2021/10/05 21:30 | Raveena Kingsley v Anastasia Sysoeva | 7-5,6-1 |
| UTR Pro Tennis Series Florida Women | 2021/09/18 16:00 | Eva Elbaz v Anastasia Sysoeva | 1-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2021/09/18 12:00 | Gabriella Broadfoot v Anastasia Sysoeva | 0-6,3-5 |
| UTR Pro Tennis Series Florida Women | 2021/11/04 12:00 | Sophia C-Ignatiev v Caroline Driscoll | 1-6,1-6 |
| UTR Pro Tennis Series Florida Women | 2021/11/02 12:30 | Sonya Macavei v Caroline Driscoll | 6-2,5-1 |
| UTR Pro Tennis Series Florida Women | 2021/11/01 14:30 | Caroline Driscoll v Jingyi Li | 3-6,7-6,6-5 |