Estádio: Court 2 Round: 54 Ground: Clay
| ITF - W25 Naples | 2021/05/03 15:00 | Anna Siskova v Maribella Zamarripa | 6-2,6-2 |
| ITF - W25 Oeiras | 2021/04/27 11:00 | Ekaterina Makarova v Anna Siskova | 6-3,3-6,6-0 |
| ITF - W15 Sharm El Sheikh | 2021/04/10 07:00 | Ya-Hsuan Lee v Anna Siskova | 0-6,6-2,6-4 |
| ITF - W15 Sharm El Sheikh | 2021/04/09 08:35 | Paige Mary Hourigan v Anna Siskova | 1-6,6-4,2-6 |
| ITF - W15 Sharm El Sheikh | 2021/04/08 09:15 | Haine Ogata v Anna Siskova | 2-6,2-6 |
| ITF - W15 Sharm El Sheikh | 2021/04/07 12:20 | Jade Bornay v Anna Siskova | 6-4,5-7,4-6 |
| ITF - W15 Sharm El Sheikh | 2021/04/04 07:00 | Paige Mary Hourigan v Anna Siskova | 3-6,6-1,6-2 |
| ITF - W15 Sharm El Sheikh | 2021/04/03 07:00 | Anna Siskova v Lina Glushko | 6-0,2-6,6-4 |
| ITF - W25 Naples | 2021/05/03 14:00 | Dhruthi Tatachar Venugopal v Anastasia Sysoeva | 1-6,2-6 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/05/02 13:00 | Anastasia Sysoeva v Teja Tirunelveli | 6-4,6-1 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/05/01 17:30 | Anastasia Sysoeva v Luciana Perry | 7-5,7-5 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/04/30 19:00 | Anastasia Sysoeva v Mio Mushika | 4-6,4-6 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/04/29 17:30 | Anastasia Sysoeva v Mckenna Schaefbauer | 3-6,6-3,5-7 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/04/28 14:30 | Allura Zamarripa v Anastasia Sysoeva | 6-1,6-4 |
| Flórida - UTR Pro Tennis Series - Feminino | 2021/04/27 14:30 | Mao Mushika v Anastasia Sysoeva | 6-0,6-0 |
| UTR Pro Tennis Series - Atlanta - Feminino | 2021/04/03 18:30 | Selina Pichler v Anastasia Sysoeva | 0-6,5-7 |