| ITF W15 Bydgoszcz | 08/18 10:30 | 26 | Denise Hrdinkova v Olyanovskaya, Valeriya | 2-6,0-6 | |
| ITF W15 Bydgoszcz | 08/17 12:15 | 25 | Ana Filipa Santos v Olyanovskaya, Valeriya | 2-6,2-6 | |
| ITF W25 Radom | 08/11 07:55 | 26 | Dominika Salkova v Olyanovskaya, Valeriya | 6-3,7-5 | |
| ITF W25 Radom | 08/10 10:20 | 25 | Olyanovskaya, Valeriya v Eszter Meri | 6-4,6-3 | |
| ITF W100 Grodzisk Mazowiecki | 08/02 10:35 | 24 | Dmitruk, Kristina v Olyanovskaya, Valeriya | 6-2,6-1 | |
| ITF W15 Alkmaar | 06/24 12:45 | 27 | Maileen Nuudi v Olyanovskaya, Valeriya | 3-6,6-1,6-1 | |
| ITF W15 Alkmaar | 06/23 09:00 | 26 | Olyanovskaya, Valeriya v Gabriella Da Silva Fick | 7-6,6-0 | |
| ITF W15 Alkmaar | 06/22 09:00 | 25 | Lian Tran v Olyanovskaya, Valeriya | 2-6,0-6 | |
| ITF W25 Poertschach | 06/15 11:50 | 25 | Lea Boskovic v Olyanovskaya, Valeriya | 6-0,6-2 | |
| ITF W25 Poertschach | 06/14 11:00 | 62 | Arianna Zucchini v Olyanovskaya, Valeriya | 6-7,6-4,8-10 | |
| ITF W25 Poertschach | 06/13 09:50 | 62 | Lucie Petruzelova v Olyanovskaya, Valeriya | 6-7,2-6 | |
| ITF W15 Annenheim | 05/29 07:50 | 29 | Silvia Ambrosio v Olyanovskaya, Valeriya | 6-1,6-4 | |
| ITF W15 Annenheim | 05/28 09:50 | 28 | Cvetkovic, Tina v Olyanovskaya, Valeriya | 3-6,6-3,3-6 | |
| ITF W15 Annenheim | 05/27 09:50 | 27 | Olyanovskaya, Valeriya v Arina Gabriela Vasilescu | 7-6,6-2 | |
| ITF W15 Annenheim | 05/26 10:05 | 26 | Fiona Ganz v Olyanovskaya, Valeriya | 6-7,3-6 | |
| ITF W15 Annenheim | 05/24 11:30 | 25 | Olyanovskaya, Valeriya v Kanako Morisaki | 5-7,6-3,6-2 | |
| ITF W25 Warmbad-Villach | 05/15 10:00 | 44 | Linda Sevcikova v Olyanovskaya, Valeriya | 3-6,6-3,10-3 | |
| ITF - W15 Antalya | 01/29 07:00 | 26 | Rinko Matsuda v Olyanovskaya, Valeriya | 7-6,7-6 | |
| ITF - W15 Antalya | 01/28 09:00 | 25 | Elif Tuana Gunal v Olyanovskaya, Valeriya | 2-6,4-6 | |
| ITF - W15 Antalya | 01/21 11:00 | 27 | Tsoneva, Mihaela v Olyanovskaya, Valeriya | 3-6,6-3,6-4 | |
| ITF - W15 Antalya | 01/20 16:35 | 26 | Anja Wildgruber v Olyanovskaya, Valeriya | 1-6,1-6 | |
| ITF - W15 Antalya | 01/20 13:40 | 25 | Selina Atay v Olyanovskaya, Valeriya | 2-6,2-6 | |
| ITF - W15 Antalya | 01/15 07:40 | 27 | Diana Demidova v Olyanovskaya, Valeriya | 6-7,7-5,6-3 | |
| ITF - W15 Antalya | 01/14 10:30 | 26 | Lola Marandel v Olyanovskaya, Valeriya | 3-6,3-6 | |
| ITF - W15 Antalya | 01/14 06:00 | 25 | Xinxin Yao v Olyanovskaya, Valeriya | 7-5,3-6,7-10 | |
| ITF - W15 Héraklion | 12/01 07:00 | 25 | Ilinca D Amariei v Olyanovskaya, Valeriya | 7-6,6-2 | |
| ITF - W15 Héraklion | 11/24 11:00 | 25 | Olyanovskaya, Valeriya v Hwiwon Wi | 3-6,4-6 | |
| ITF W25 Petange | 11/15 10:15 | 44 | Lara Salden v Olyanovskaya, Valeriya | 6-4,6-4 | |
| ITF W25 Petange | 11/14 13:20 | 44 | Olyanovskaya, Valeriya v Polina Bakhmutkina | 3-6,6-4,11-9 | |
| ITF W25 Jablonec nad Nisou | 09/12 08:30 | 62 | Vidmanova, Darja v Olyanovskaya, Valeriya | 7-5,6-3 |