| UTR Pro Tennis Series Florida Women | 2021/06/02 13:00 | Gabriella Broadfoot v Viktoriya Kanapatskaya | 1-6,4-6 |
| UTR Pro Tennis Series Florida Women | 2021/06/01 14:30 | Gabriella Broadfoot v Alexandra Pisareva | 3-6,7-6,6-4 |
| UTR Pro Tennis Series Florida Women | 2021/05/31 16:00 | Kathryn Treiber v Gabriella Broadfoot | 6-4,5-4 |
| UTR Pro Tennis Series Florida Women | 2021/06/03 14:30 | Alexandra Pisareva v Anastasia Sysoeva | 6-2,6-0 |
| UTR Pro Tennis Series Florida Women | 2021/06/01 18:00 | Kathryn Treiber v Anastasia Sysoeva | 6-4,3-6,1-5 |
| ITF W25 Pelham | 2021/05/16 17:30 | Liga Dekmeijere v Anastasia Sysoeva | 3-6,6-0,11-9 |
| ITF W25 Naples | 2021/05/04 16:45 | Anna Siskova v Anastasia Sysoeva | 6-1,6-2 |
| ITF W25 Naples | 2021/05/03 14:00 | Dhruthi Tatachar Venugopal v Anastasia Sysoeva | 1-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2021/05/02 13:00 | Anastasia Sysoeva v Teja Tirunelveli | 6-4,6-1 |
| UTR Pro Tennis Series Florida Women | 2021/05/01 17:30 | Anastasia Sysoeva v Luciana Perry | 7-5,7-5 |
| UTR Pro Tennis Series Florida Women | 2021/04/30 19:00 | Anastasia Sysoeva v Mio Mushika | 4-6,4-6 |