Stadium: Court 5 Round: 54 Ground: Clay
| UTR Pro Tennis Series Florida Women | 2020/08/08 14:30 | Sysoeva, Anastasia v van Nguyen, Chanelle | 4-6,5-7 |
| UTR Pro Tennis Series Florida Women | 2020/07/22 15:00 | van Nguyen, Chanelle v Sysoeva, Anastasia | 6-4,5-2 |
| US Pro Tennis Series East Coast Women | 2020/06/11 13:50 | van Nguyen, Chanelle v Sysoeva, Anastasia | 6-3,2-6,10-4 |
| ITF W25 Orlando | 2021/11/04 14:30 | van Nguyen, Chanelle v Amina Anshba | 4-6,6-3,3-6 |
| ITF W25 Orlando | 2021/11/03 18:10 | van Nguyen, Chanelle v Harvey, Kacie | 3-6,7-6,6-1 |
| ITF W25 Orlando | 2021/11/02 16:10 | van Nguyen, Chanelle v Pierre-Louis, Kariann | 6-4,6-2 |
| ITF W25 Orlando | 2021/11/01 14:00 | van Nguyen, Chanelle v Theadora Rabman | 6-4,6-4 |
| ITF W25 Austin | 2021/10/29 15:55 | van Nguyen, Chanelle v Mirjam Bjorklund | 4-6,3-6 |
| ITF W25 Austin | 2021/10/28 18:55 | Chavatipon, Charlotte v van Nguyen, Chanelle | 2-6,3-6 |
| ITF W25 Austin | 2021/10/27 16:00 | Hamner, Sarah v van Nguyen, Chanelle | 4-6,2-6 |
| ITF W25 Austin | 2021/10/26 16:00 | van Nguyen, Chanelle v Okuno, Ayaka | 6-0,6-0 |
| ITF W25 Daytona Beach | 2021/11/08 16:00 | Christina Rosca v Sysoeva, Anastasia | 6-1,6-2 |
| UTR Pro Tennis Series Florida Women | 2021/11/07 13:30 | Sysoeva, Anastasia v Tchakarova, Eleonore | 4-6,1-4 |
| UTR Pro Tennis Series Florida Women | 2021/11/06 15:45 | Berta Bonardi v Sysoeva, Anastasia | 6-2,1-6,5-6 |
| UTR Pro Tennis Series Florida Women | 2021/11/04 16:30 | Sysoeva, Anastasia v Caroline Driscoll | 6-1,3-6,7-6 |
| UTR Pro Tennis Series Florida Women | 2021/11/03 17:00 | Sysoeva, Anastasia v Jingyi Li | 6-1,6-1 |
| UTR Pro Tennis Series Florida Women | 2021/11/02 14:00 | Sysoeva, Anastasia v Sophia C-Ignatiev | 6-0,6-0 |
| UTR Pro Tennis Series Florida Women | 2021/11/01 16:00 | Macavei, Sonya v Sysoeva, Anastasia | 3-6,6-3,6-2 |
| ITF W25 Florence | 2021/10/13 20:00 | Xiyu Wang v Sysoeva, Anastasia | 6-2,6-0 |