Stadium: Court 2 Round: 44 Ground: Clay
| ITF W25 Frydek Mistek | 2020/09/13 10:00 | Olyanovskaya, Valeriya v Horackova, Gabriela | 6-0,6-3 |
| ITF W25 Prague | 2020/09/07 08:00 | Olyanovskaya, Valeriya v Shoshyna, Anastasiya | 7-6,2-6,5-10 |
| ITF W25 Prague | 2020/09/06 10:30 | Sewing, Sofia v Olyanovskaya, Valeriya | 0-6,6-4,11-13 |
| Polish National Tour Women | 2020/08/22 12:05 | Olyanovskaya, Valeriya v Shoshyna, Anastasiya | 0-6,1-6 |
| Polish National Tour Women | 2020/08/16 11:30 | Oczachowska, Julia v Olyanovskaya, Valeriya | 6-4,6-4 |
| ITF - W15 Antalya | 2020/01/30 09:45 | Olyanovskaya, Valeriya v Georgia Andreea Craciun | 6-7,3-6 |
| ITF - W15 Antalya | 2020/01/29 11:35 | Olyanovskaya, Valeriya v Oleksandra Oliynykova | 1-6,6-2,6-0 |
| ITF - W15 Antalya | 2020/01/26 10:40 | Njiric, Silvia v Olyanovskaya, Valeriya | 0-6,2-6 |
| ITF W25 Frydek Mistek | 2020/09/13 11:00 | Kajuru, Ange Oby v Milkova, Barbora | 6-0,6-1 |
| ITF W25 Prague | 2020/09/07 10:30 | Kajuru, Ange Oby v Oana Georgeta Simion | 3-6,4-6 |
| ITF W25 Prague | 2020/09/06 12:00 | Eva Vedder v Kajuru, Ange Oby | 3-6,4-6 |
| ITF - W15 Héraklion | 2020/03/10 12:00 | Kajuru, Ange Oby v Ardidiacono, Frederica | 4-6,3-6 |
| ITF W25 Altenkirchen | 2020/02/26 18:00 | Bibiane Schoofs v Kajuru, Ange Oby | 6-2,4-6,6-2 |
| ITF W25 Altenkirchen | 2020/02/24 11:00 | Kajuru, Ange Oby v Vivian Wolff | 1-6,6-3,10-4 |
| ITF W25 Altenkirchen | 2020/02/23 09:20 | Kajuru, Ange Oby v Heimen, Dana | 6-1,6-2 |
| ITF W25 Trnava | 2020/02/03 08:30 | Kajuru, Ange Oby v Koval, Vlada | 6-7,5-7 |