Stadium: Court 19 Round: 25 Ground: Clay
| UTR Pro Tennis Series Atlanta Women | 2021/03/25 17:00 | Anastasia Sysoeva v Raveena Kingsley | 3-6,4-5 |
| ITF W15 Lubbock | 2021/09/28 15:00 | Raveena Kingsley v Gianna Pielet | 3-6,5-7 |
| ITF W15 Monastir | 2021/08/13 08:30 | Ayumi Koshiishi v Raveena Kingsley | 6-1,6-4 |
| ITF W15 Monastir | 2021/08/12 08:00 | Matilda Mutavdzic v Raveena Kingsley | 1-6,1-6 |
| ITF W15 Monastir | 2021/08/11 17:00 | Raveena Kingsley v Miyabi Inoue | 6-2,6-1 |
| ITF W15 Monastir | 2021/08/10 08:30 | Elina Zakharova v Raveena Kingsley | 2-6,7-6,4-10 |
| ITF W15 Monastir | 2021/08/09 09:30 | Raveena Kingsley v Asya Colombo | 2-6,6-1,10-7 |
| ITF W15 Monastir | 2021/08/06 07:30 | Raveena Kingsley v Ayumi Koshiishi | 3-6,3-6 |
| ITF W15 Monastir | 2021/08/05 09:35 | Noelia Zeballos v Raveena Kingsley | 3-6,7-6,3-6 |
| UTR Pro Tennis Series Florida Women | 2021/09/18 16:00 | Eva Elbaz v Anastasia Sysoeva | 1-6,2-6 |
| UTR Pro Tennis Series Florida Women | 2021/09/18 12:00 | Gabriella Broadfoot v Anastasia Sysoeva | 0-6,3-5 |
| UTR Pro Tennis Series Florida Women | 2021/09/16 15:00 | Victoria Sasinka v Anastasia Sysoeva | 1-6,0-5 |
| UTR Pro Tennis Series Florida Women | 2021/09/14 15:00 | Natalie Stasny v Anastasia Sysoeva | 1-6,1-6 |
| UTR Pro Tennis Series Florida Women | 2021/09/13 15:00 | Anastasia Sysoeva v Grace Schumacher | 4-1 |
| UTR Pro Tennis Series Florida Women | 2021/09/12 12:00 | Sophie Chang v Anastasia Sysoeva | 6-3,6-2 |
| UTR Pro Tennis Series Florida Women | 2021/09/11 16:30 | Anastasia Sysoeva v Sophia Graver | 6-3,5-2 |
| UTR Pro Tennis Series Florida Women | 2021/09/10 13:30 | Carly Briggs v Anastasia Sysoeva | 3-6,7-5,4-6 |