Stadium: Clay Court 3 Round: 44 Ground: Clay
| ITF W15 Heraklion | 2020/10/29 08:00 | Melania Delai v Valeriya Olyanovskaya | 6-4,4-6,7-5 |
| ITF W15 Heraklion | 2020/10/27 07:00 | Valeriya Olyanovskaya v Julia Kimmelmann | 6-3,4-6,11-9 |
| ITF W15 Heraklion | 2020/10/26 08:00 | Valeriya Olyanovskaya v Irina Dshandshgava | 6-1,6-2 |
| ITF W15 Sharm El Sheikh | 2020/10/07 11:15 | Anna Ulyashchenko v Valeriya Olyanovskaya | 7-5,6-2 |
| ITF W25 Frydek Mistek | 2020/09/15 09:55 | Nikola Tomanova v Valeriya Olyanovskaya | 1-6,7-6,10-5 |
| ITF W25 Frydek Mistek | 2020/09/14 08:00 | Valeriya Olyanovskaya v Ange Oby Kajuru | 6-3,6-4 |
| ITF W25 Frydek Mistek | 2020/09/13 10:00 | Valeriya Olyanovskaya v Gabriela Horackova | 6-0,6-3 |
| ITF W25 Prague | 2020/09/07 08:00 | Valeriya Olyanovskaya v Anastasiya Shoshyna | 7-6,2-6,5-10 |
| ITF W15 Heraklion | 2020/10/26 10:00 | Saara Orav v Julia Kimmelmann | 6-2,2-6,7-10 |
| ITF W15 Heraklion | 2020/10/25 12:00 | Koral Koldobski v Saara Orav | 3-6,1-6 |
| ITF W15 Liepaja | 2020/01/20 09:00 | Saara Orav v Kajsa Rinaldo Persson | 4-6,6-7 |
| ITF W15 Parnu | 2019/11/05 12:50 | Anastasia Pribylova v Saara Orav | 6-0,6-0 |
| ITF W15 Parnu | 2019/07/18 15:50 | Saara Orav v Fanny Ostlund | 6-2,2-6,5-7 |
| ITF W15 Parnu | 2019/07/18 09:05 | Saara Orav v Sofia Dmitrieva | 7-5,6-2 |
| 2019 Fed Cup | 2019/02/08 09:00 | Marta Kostyuk v Saara Orav | 6-3,6-0 |
| ITF Women Parnu | 2018/07/18 07:00 | Saara Orav v Margarita Ignatjeva | 2-6,3-6 |