Stadium: Court 1 Round: 28 Ground: Clay
| ITF W25 Parnu | 2021/08/06 10:30 | Justina Mikulskyte v Oleksandra Oliynykova | 0-6,3-6 |
| ITF W25 Parnu | 2021/08/05 08:30 | Oleksandra Oliynykova v Lara Salden | 6-0,6-1 |
| ITF W25 Parnu | 2021/08/04 13:30 | Ekaterina Kazionova v Oleksandra Oliynykova | 2-6,6-7 |
| ITF W25 Parnu | 2021/08/03 07:00 | Oleksandra Oliynykova v Jacquline Nylander Altelius | 6-2,6-3 |
| ITF W25 Parnu | 2021/08/02 08:15 | Oleksandra Oliynykova v Elisabeth Iila | 6-1,6-1 |
| ITF W60 Versmold | 2021/07/25 11:25 | Cristiana Ferrando v Oleksandra Oliynykova | 6-2,3-6,10-6 |
| UTR Pro Tennis Series Ricany - nők | 2021/07/04 09:00 | Nastja Kolar v Oleksandra Oliynykova | 6-4,3-6,3-6 |
| UTR Pro Tennis Series Ricany - nők | 2021/07/03 12:00 | Andrea Nova v Oleksandra Oliynykova | 0-6,1-6 |
| ITF W25 Parnu | 2021/08/06 08:00 | Anna Siskova v Giulia Gatto Monticone | 6-3,0-6,6-3 |
| ITF W25 Parnu | 2021/08/05 08:30 | Anna Siskova v Nastja Kolar | 6-1,6-3 |
| ITF W25 Parnu | 2021/08/04 16:55 | Anna Siskova v Verena Meliss | 6-2,6-4 |
| ITF W60 Olomouc | 2021/07/21 10:35 | Nikola Breckova v Anna Siskova | 6-3,3-6,6-3 |
| ITF W60 Nur-Sultan | 2021/07/15 06:00 | Yuliya Hatouka v Anna Siskova | 6-2,6-1 |
| ITF W60 Nur-Sultan | 2021/07/14 13:45 | Maria Timofeeva v Anna Siskova | 4-6,5-7 |
| ITF W60 Nur-Sultan | 2021/07/13 06:00 | Anna Siskova v Anastasia Sukhotina | 6-2,6-4 |
| ITF W25 Nur-Sultan | 2021/07/08 05:00 | Sabina Sharipova v Anna Siskova | 7-5,6-2 |