Stadium: Clay Court 2 Round: 25 Ground: Clay
| ITF - W15 Heraklion | 2020/11/13 08:00 | Martina Spigarelli v Oleksandra Oliynykova | 6-3,6-1 |
| ITF - W15 Heraklion | 2020/11/12 08:00 | Oleksandra Oliynykova v Georgia Andreea Craciun | 6-3,6-2 |
| ITF - W15 Heraklion | 2020/11/03 09:00 | Oleksandra Oliynykova v Mell E R Gonzalez | 4-6,6-2,4-6 |
| ITF - W15 Heraklion | 2020/10/29 10:20 | Laura Schaeder v Oleksandra Oliynykova | 7-5,6-2 |
| UTR Pro Tennis Series - Franta - Feminin | 2020/09/23 07:00 | Oleksandra Oliynykova v Silvia Njiric | 0-6,0-6 |
| UTR Pro Tennis Series - Franta - Feminin | 2020/09/21 08:30 | Arina Gabriela Vasilescu v Oleksandra Oliynykova | 6-1,6-1 |
| UTR Pro Tennis Series - Franta - Feminin | 2020/09/20 14:00 | Ekaterina Makarova v Oleksandra Oliynykova | 1-6,6-3,10-6 |
| UTR Pro Tennis Series - Franta - Feminin | 2020/09/20 08:30 | Ganna Poznikhirenko v Oleksandra Oliynykova | 6-2,6-4 |
| ITF - W15 Heraklion | 2020/11/17 08:30 | Sabine Rutlauka v Olga Helmi | 3-6,0-6 |
| ITF - W15 Heraklion | 2020/11/16 08:00 | Beloslava Veleva v Olga Helmi | 0-6,1-6 |
| ITF - W15 Heraklion | 2020/11/15 08:00 | Koral Koldobski v Olga Helmi | 2-6,2-6 |
| ITF - W15 Heraklion | 2020/11/05 10:30 | Olga Helmi v Ioana Loredana Rosca | 2-6,4-6 |
| ITF - W15 Heraklion | 2020/11/03 07:30 | Martha Matoula v Olga Helmi | 3-6,6-3,5-10 |
| ITF - W15 Heraklion | 2020/11/02 08:00 | Matilde Mariani v Olga Helmi | 1-6,2-6 |
| ITF - W15 Heraklion | 2020/11/01 07:30 | Linda Sevcikova v Olga Helmi | 2-6,2-6 |
| ITF - W15 Heraklion | 2020/10/26 10:00 | Zoe Howard v Olga Helmi | 2-6,6-3,10-7 |