| ITF W60 Trnava | 11/28 10:50 | 54 | Alevtina Ibragimova v Olyanovskaya, Valeriya | 6-4,5-7,6-4 | |
| ITF W60 Trnava | 11/27 16:20 | 54 | Yana Morderger v Olyanovskaya, Valeriya | 2-6,2-6 | |
| ITF W25 Lousada | 11/23 17:15 | 26 | Antonia Ruzic v Olyanovskaya, Valeriya | 4-6,6-2,6-3 | |
| ITF W25 Lousada | 11/21 10:00 | 25 | Olyanovskaya, Valeriya v Mara Guth | 6-7,6-1,7-6 | |
| ITF W25 Lousada | 11/20 12:25 | 45 | Olyanovskaya, Valeriya v Angelina Voloshchuk | 6-2,6-2 | |
| ITF W40 Petange | 11/12 14:15 | 54 | Matilda Mutavdzic v Olyanovskaya, Valeriya | 6-1,7-5 | |
| ITF W60 Bratislava | 10/31 13:35 | 25 | Chloe Paquet v Olyanovskaya, Valeriya | 7-6,6-2 | |
| ITF W60 Bratislava | 10/30 08:55 | 54 | Olyanovskaya, Valeriya v Stefanie Auer | 6-0,6-1 | |
| ITF W60 Bratislava | 10/29 15:45 | 54 | Olyanovskaya, Valeriya v Vendula Valdmannova | 6-4,6-0 | |
| ITF W25 Loule | 10/24 13:10 | 25 | Olyanovskaya, Valeriya v Sapfo Sakellaridi | 1-6,2-6 | |
| ITF W25 Faro | 10/18 12:25 | 25 | Emilie Lindh v Olyanovskaya, Valeriya | 6-2,6-2 | |
| ITF W25 Slobozia | 09/22 07:00 | 27 | Olyanovskaya, Valeriya v Ella Seidel | 2-6,1-6 | |
| ITF W25 Slobozia | 09/21 07:00 | 26 | Olyanovskaya, Valeriya v Diana Marcinkevica | 6-4,6-2 | |
| ITF W25 Slobozia | 09/20 11:00 | 25 | Alexandra Ignatik v Olyanovskaya, Valeriya | Retired | |
| ITF W25 Varna | 09/17 07:00 | 29 | Olyanovskaya, Valeriya v Ilona G Ghioroaie | 4-6,2-6 | |
| ITF W25 Varna | 09/16 07:00 | 28 | Yasmine Mansouri v Olyanovskaya, Valeriya | 4-6,1-6 | |
| ITF W25 Varna | 09/15 10:55 | 27 | Nina Vargova v Olyanovskaya, Valeriya | 2-6,2-6 | |
| ITF W25 Varna | 09/14 06:30 | 26 | Olyanovskaya, Valeriya v Tamara Curovic | 6-3,2-6,6-1 | |
| ITF W25 Varna | 09/12 08:50 | 25 | Olyanovskaya, Valeriya v Maria Andrienko | 6-1,6-0 | |
| ITF W25 Varna | 09/11 09:15 | 54 | Julia Stamatova v Olyanovskaya, Valeriya | 6-3,4-6,7-10 | |
| ITF W25 Varna | 09/10 06:00 | 54 | Alexandra Azarko v Olyanovskaya, Valeriya | 3-6,0-6 | |
| ITF W25 Frydek Mistek | 09/06 08:00 | 25 | Isabella Shinikova v Olyanovskaya, Valeriya | 6-3,6-2 | |
| ITF W25 Frydek Mistek | 09/05 10:45 | 62 | Olyanovskaya, Valeriya v Moravcova, Adela | 4-6,6-4,10-5 | |
| ITF W25 Bydgoszcz | 08/25 09:15 | 27 | Olyanovskaya, Valeriya v Weronika Falkowska | 6-3,6-7,2-6 | |
| ITF W25 Bydgoszcz | 08/24 09:55 | 26 | Olyanovskaya, Valeriya v Gina Feistel | Retired | |
| ITF W25 Bydgoszcz | 08/23 11:50 | 25 | Ilay Yoruk v Olyanovskaya, Valeriya | 1-6,3-6 | |
| ITF W25 Bydgoszcz | 08/22 10:30 | 62 | Olyanovskaya, Valeriya v Daria Gorska | 6-2,6-0 | |
| ITF W25 Bydgoszcz | 08/21 13:55 | 62 | Olyanovskaya, Valeriya v Ida Johansson | 6-1,6-1 | |
| ITF W40 Wroclaw | 08/15 08:00 | 25 | Olyanovskaya, Valeriya v Smitkova, Tereza | 2-6,1-6 | |
| ITF W15 Poertschach | 05/12 13:15 | 28 | Lara Salden v Olyanovskaya, Valeriya | Retired |