Stadium: Court 19 Round: 25 Ground: Clay
| ITF W60 Charlottesville | 2021/04/26 18:55 | Kayla Day v Katerina Stewart | 6-3,6-3 |
| WTA Charleston | 2021/04/03 14:00 | Katerina Stewart v Grace Min | 2-6,1-6 |
| ITF W25 Newport Beach | 2021/03/04 17:55 | Irene Burillo Escorihuela v Katerina Stewart | 6-2,4-6,6-1 |
| ITF W25 Boca Raton | 2021/02/22 15:00 | Aldila Sutjiadi v Katerina Stewart | 7-6,6-1 |
| ITF W25 Orlando | 2021/02/15 18:30 | Kayla Day v Katerina Stewart | 4-6,6-2,10-2 |
| ITF W25 Orlando | 2020/11/12 15:55 | Katerina Stewart v Grace Min | 3-6,1-6 |
| ITF W100 Charleston | 2020/11/02 15:00 | Katerina Stewart v Claire Liu | 6-4,1-6,3-10 |
| ITF W80 Macon | 2020/10/21 20:20 | Ann Li v Katerina Stewart | 6-1,6-4 |
| ITF W25 Naples | 2021/05/04 16:45 | Anna Siskova v Anastasia Sysoeva | 6-1,6-2 |
| 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 |