Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF - W15 Sharm El Sheikh | 2020/10/05 08:00 | Anna Ulyashchenko v Antonia Schmidt | 6-4,6-3 |
| ITF - W15 Sharm El Sheikh | 2020/10/04 08:00 | Warona Mdlulwa v Anna Ulyashchenko | 1-6,0-6 |
| ITF Women Winnipeg Qual | 2018/07/07 15:00 | Carter, Hayley v Anna Ulyashchenko | 6-0,6-1 |
| ITF Women Bethany Beach Qual | 2018/06/04 14:00 | Anna Ulyashchenko v Devidze, Salome | 6-3,2-6,5-7 |
| ITF W25 Frydek Mistek | 2020/09/15 09:55 | Nikola Tomanova v Olyanovskaya, Valeriya | 1-6,7-6,10-5 |
| ITF W25 Frydek Mistek | 2020/09/14 08:00 | Olyanovskaya, Valeriya v Kajuru, Ange Oby | 6-3,6-4 |
| 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 |