Stadium: Court 7 Round: 54 Ground: Clay
| ITF W25 Vero Beach | 2022/01/11 16:00 | Sysoeva, Anastasia v Tchakarova, Eleonore | 7-5,6-7,6-10 |
| UTR Pro Tennis Series Florida Women | 2021/11/07 13:30 | Sysoeva, Anastasia v Tchakarova, Eleonore | 4-6,1-4 |
| ITF W25 Naples | 2019/11/17 14:00 | Sysoeva, Anastasia v Tchakarova, Eleonore | 6-2,6-7,10-5 |
| ITF W25 Daytona Beach | 2022/05/02 15:00 | Sysoeva, Anastasia v Emma Lella | 6-2,6-0 |
| ITF W25 Orlando | 2022/04/18 14:00 | Chelsea Fontenel v Sysoeva, Anastasia | 6-4,6-1 |
| ITF W15 Naples | 2022/03/10 14:00 | Lopez, Qavia v Sysoeva, Anastasia | 6-1,6-1 |
| ITF W15 Naples | 2022/03/09 14:00 | Sysoeva, Anastasia v Ichino Horikawa | 6-2,6-1 |
| UTR Pro Tennis Series Bradenton Women | 2022/03/05 19:00 | Mia Horvit v Sysoeva, Anastasia | 6-1,6-4 |
| UTR Pro Tennis Series Bradenton Women | 2022/03/03 19:35 | Sysoeva, Anastasia v Amelia Kopel | 6-0,6-1 |
| UTR Pro Tennis Series Bradenton Women | 2022/03/02 18:08 | Sysoeva, Anastasia v Chelsea Fontenel | 6-1,2-6,3-6 |
| UTR Pro Tennis Series Bradenton Women | 2022/03/01 18:15 | Sysoeva, Anastasia v Jingyi Li | 6-3,6-3 |
| ITF W25 Daytona Beach | 2022/05/02 15:00 | Hsieh, Yu-Chieh v Tchakarova, Eleonore | 4-6,6-7 |
| ITF W25 Orlando | 2022/04/19 13:55 | Chieh-Yu Hsu v Tchakarova, Eleonore | 7-5,6-1 |
| ITF W25 Orlando | 2022/04/18 14:00 | Meisha Kendall-Woseley v Tchakarova, Eleonore | 1-6,3-6 |
| ITF W25 Anapoima | 2022/03/15 15:40 | Tchakarova, Eleonore v Yuliana Lizarazo | 1-6,6-7 |
| ITF W25 Anapoima | 2022/03/14 17:35 | Ng, Taylor v Tchakarova, Eleonore | 6-4,6-3 |
| ITF W15 Naples | 2022/03/10 15:00 | Hina Inoue v Tchakarova, Eleonore | 6-7,6-3,6-1 |
| UTR Pro Tennis Series Miami Women | 2022/02/19 20:00 | Williams, Sophie v Tchakarova, Eleonore | 6-2,6-3 |
| UTR Pro Tennis Series Miami Women | 2022/02/18 17:02 | Erica Jessel v Tchakarova, Eleonore | 4-6,2-6 |