Round: 1
| ITF W15 Heraklion | 2019/05/09 08:55 | Darya Astakhova v Oleksandra Oliynykova | 5-7,6-1,6-2 |
| ITF Women Heraklion | 2018/11/08 09:45 | Oleksandra Oliynykova v Darya Astakhova | 3-6,6-4,5-7 |
| UTR Pro Tennis Series France Women | 2020/09/14 07:00 | Oleksandra Oliynykova v Marina Yudanov | 1-6,0-6 |
| UTR Pro Tennis Series France Women | 2020/09/13 15:00 | Oleksandra Oliynykova v Anna Morgina | 6-2,6-3 |
| UTR Pro Tennis Series France Women | 2020/09/13 11:05 | Oleksandra Oliynykova v Jade Suvrijn | 6-2,6-7,6-10 |
| UTR Pro Tennis Series France Women | 2020/09/11 12:30 | Natalia Siedliska v Oleksandra Oliynykova | 6-1,6-4 |
| UTR Pro Tennis Series France Women | 2020/09/11 07:00 | Caroline Romeo v Oleksandra Oliynykova | 4-6,1-6 |
| UTR Pro Tennis Series France Women | 2020/09/10 12:30 | Gaelle D'perrier v Oleksandra Oliynykova | 6-2,6-3 |
| UTR Pro Tennis Series France Women | 2020/09/10 09:00 | Gaelle Desperrier v Oleksandra Oliynykova | 6-2,6-3 |
| UTR Pro Tennis Series France Women | 2020/09/08 07:00 | Manon Arcangioli v Oleksandra Oliynykova | 3-6,6-2,9-11 |
| UTR Pro Tennis Series France Women | 2020/09/14 14:30 | Natalia Siedliska v Darya Astakhova | 6-1,2-6,5-10 |
| UTR Pro Tennis Series France Women | 2020/09/13 07:00 | Darya Astakhova v Caroline Romeo | 2-6,5-7 |
| ITF W15 Heraklion | 2020/03/12 10:00 | Darya Astakhova v Romy Koelzer | 6-2,3-6,4-6 |
| ITF W15 Heraklion | 2020/03/11 13:30 | Darya Astakhova v Martha Matoula | 6-2,6-2 |
| ITF W15 Heraklion | 2020/03/10 11:00 | Darya Astakhova v Sylvie Zund | 7-6,6-4 |
| ITF W15 Heraklion | 2020/03/09 14:30 | Darya Astakhova v Diana Krasnova | 6-0,4-6,10-5 |
| ITF W25 Antalya | 2020/03/04 08:15 | Darya Astakhova v Andrea Lazaro Garcia | 3-6,2-6 |
| ITF W15 Heraklion | 2020/03/01 09:00 | Darya Astakhova v Arina Gabriela Vasilescu | 1-6,6-4,6-2 |