Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF - Cancun W15 | 2020/01/15 18:25 | Anastasia Sysoeva v Brittany Collens | 6-1,6-3 |
| ITF - Cancun W15 | 2019/12/14 14:00 | Paige Cline v Anastasia Sysoeva | 6-3,6-1 |
| ITF - Cancun W15 | 2019/12/13 18:30 | Almudena S-L Fernandez v Anastasia Sysoeva | 3-6,0-6 |
| ITF - Cancun W15 | 2019/12/12 18:20 | Lilian Poling v Anastasia Sysoeva | 3-6,6-4,3-6 |
| ITF - Cancun W15 | 2019/12/10 16:25 | Katya Ramirez v Anastasia Sysoeva | 1-6,1-6 |
| ITF - Cancun W15 | 2019/12/03 17:55 | Anastasia Sysoeva v Madison Bourguignon | 6-0,2-6,4-6 |
| ITF - Naples W25 | 2019/11/18 14:00 | Emma Navarro v Anastasia Sysoeva | 6-0,6-2 |
| ITF - Naples W25 | 2019/11/17 14:00 | Anastasia Sysoeva v Eleonore Tchakarova | 6-2,6-7,10-5 |
| ITF - Cancun W15 | 2020/01/15 15:55 | Anna Borovinskaya v Anastasiia Kuprina | 2-6,0-6 |
| ITF - Lima W15 | 2019/07/16 18:25 | Fernanda Brito v Anastasiia Kuprina | 6-1,6-0 |
| ITF - Lima W15 | 2019/07/09 16:30 | Daianne Hayashida v Anastasiia Kuprina | 2-6,6-1,6-4 |
| ITF - Cancun W15 | 2019/06/11 13:30 | Tiphanie Lemaitre v Anastasiia Kuprina | 6-3,6-4 |
| ITF - Cancun W15 | 2019/06/04 13:30 | Anastasiia Kuprina v Emilie L Gallagher | 0-6,3-6 |
| ITF - Tbilisi W15 | 2019/05/01 14:25 | Anastasiia Kuprina v Vasilisa Aponasenko | 4-6,2-6 |
| ITF - Tbilisi W15 | 2019/05/01 12:00 | Anastasiia Kuprina v Vasilisa Aponasenko | 4-6,2-5 |
| ITF - Tbilisi W15 | 2019/04/30 08:30 | Anastasiia Kuprina v Vilena Petrova | 3-6,7-6,10-8 |