| ITF W25 Frydek Mistek | 09/05 10:00 | 62 | Helene Pellicano v Olyanovskaya, Valeriya | 6-2,6-2 | |
| ITF W25 Radom | 08/11 11:00 | 25 | Olyanovskaya, Valeriya v Anna Hertel | 6-7,2-6 | |
| ITF W25 Radom | 08/09 15:15 | 44 | Markova, Johana v Olyanovskaya, Valeriya | 1-6,5-7 | |
| ITF W25 Radom | 08/09 08:00 | 44 | Olyanovskaya, Valeriya v Misaki Matsuda | 7-6,6-2 | |
| ITF W25 Radom | 08/08 08:00 | 44 | Laura Svatikova v Olyanovskaya, Valeriya | 6-4,4-6,7-10 | |
| ITF W25 Bydgoszcz | 08/03 08:00 | 62 | Sina Herrmann v Olyanovskaya, Valeriya | 4-6,6-4,10-3 | |
| ITF W25 Bydgoszcz | 08/02 08:00 | 62 | Marcelina Podlinska v Olyanovskaya, Valeriya | 4-6,6-4,3-10 | |
| ITF W60 Grodzisk Mazowiecki | 07/28 09:40 | 25 | Su Jeong Jang v Olyanovskaya, Valeriya | 6-4,6-2 | |
| ITF W60 Grodzisk Mazowiecki | 07/27 08:45 | 44 | Alice Rame v Olyanovskaya, Valeriya | 3-6,6-2,14-12 | |
| ITF W60 Grodzisk Mazowiecki | 07/26 09:20 | 44 | Sapfo Sakellaridi v Olyanovskaya, Valeriya | 2-6,1-6 | |
| ITF W60 Grodzisk Mazowiecki | 07/25 09:40 | 44 | Olyanovskaya, Valeriya v Nuria Brancaccio | 3-6,6-4,10-6 | |
| WTA Gdynia | 07/19 10:50 | 25 | Olyanovskaya, Valeriya v Anna Bondar | 5-7,3-6 | |
| ITF W25 Wroclaw | 06/29 13:20 | 24 | Anastasiya K Soboleva v Olyanovskaya, Valeriya | 6-1,6-1 | |
| ITF W25 Wroclaw | 06/28 08:00 | 54 | Olyanovskaya, Valeriya v Ingrid Vojcinakova | 6-3,6-4 | |
| ITF W25 Wroclaw | 06/27 09:30 | 54 | Olyanovskaya, Valeriya v Martina Marusinova | 6-1,6-2 | |
| ITF - W15 Shymkent | 06/06 04:00 | 29 | Anastasiya K Soboleva v Olyanovskaya, Valeriya | 6-4,7-6 | |
| ITF - W15 Shymkent | 06/05 05:00 | 28 | Olyanovskaya, Valeriya v Zhibek Kulambayeva | 7-5,6-4 | |
| ITF - W15 Shymkent | 06/04 05:00 | 27 | Olyanovskaya, Valeriya v Silich, Alina | 4-6,6-4,6-3 | |
| ITF - W15 Shymkent | 06/03 06:45 | 26 | Olyanovskaya, Valeriya v Poplavska, Anastasiya | 6-3,6-2 | |
| ITF - W15 Shymkent | 06/02 10:10 | 25 | Olyanovskaya, Valeriya v Yuliya Klimova | 6-1,6-0 | |
| ITF - W15 Shymkent | 05/27 08:30 | 26 | Olyanovskaya, Valeriya v Dmitrichenko, Yekaterina | 6-7,2-6 | |
| ITF - W15 Shymkent | 05/25 04:00 | 25 | Olyanovskaya, Valeriya v Ekaterina Reyngold | 6-4,6-3 | |
| ITF W15 Tbilisi | 05/23 06:00 | 29 | Weronika Falkowska v Olyanovskaya, Valeriya | 6-4,6-3 | |
| ITF W15 Tbilisi | 05/22 06:00 | 28 | Olyanovskaya, Valeriya v Howard, Zoe | 6-1,6-4 | |
| ITF W15 Tbilisi | 05/21 07:50 | 27 | Ekaterina Yashina v Olyanovskaya, Valeriya | 6-0,4-6,4-6 | |
| ITF W15 Tbilisi | 05/20 05:55 | 26 | Dalakishvili, Mariam v Olyanovskaya, Valeriya | 5-7,3-6 | |
| ITF W15 Tbilisi | 05/18 10:00 | 25 | Olyanovskaya, Valeriya v Viktoria Morvayova | 6-2,6-1 | |
| ITF - W15 Shymkent | 04/16 06:55 | 27 | Olyanovskaya, Valeriya v Dalakishvili, Mariam | 6-7,4-6 | |
| ITF - W15 Shymkent | 04/15 05:35 | 26 | Olyanovskaya, Valeriya v Silich, Alina | 6-4,6-2 | |
| ITF - W15 Shymkent | 04/14 03:55 | 25 | Sharipova, Sabina v Olyanovskaya, Valeriya | Retired |