| ITF - W15 Şımkent | 04/08 04:00 | 26 | Sabina Sharipova v Valeriya Olyanovskaya | 6-3,6-2 | |
| ITF - W15 Şımkent | 04/07 04:00 | 25 | Aruzhan Sagandikova v Valeriya Olyanovskaya | 6-7,0-6 | |
| ITF W25 Manacor | 03/01 14:00 | 62 | Valeriya Olyanovskaya v Francisca Jorge | 4-6,1-6 | |
| ITF W25 Manacor | 02/28 11:00 | 62 | Margaux Komano v Valeriya Olyanovskaya | 1-6,0-6 | |
| ITF - W15 Antalya | 02/23 06:30 | 62 | Lena Ruppert v Valeriya Olyanovskaya | 7-5,6-1 | |
| ITF - W15 Antalya | 02/22 07:00 | 62 | Sofia Milatova v Valeriya Olyanovskaya | 1-6,2-6 | |
| ITF - W15 Antalya | 02/21 06:00 | 62 | Leyla Nilufer Elmas v Valeriya Olyanovskaya | 0-6,1-6 | |
| ITF - W15 Antalya | 02/16 11:30 | 62 | Dorka Drahota Szabo v Valeriya Olyanovskaya | 6-3,1-6,13-11 | |
| ITF - W15 Antalya | 02/15 12:30 | 62 | Ayla Aksu v Valeriya Olyanovskaya | 1-6,6-7 | |
| ITF - W15 Antalya | 02/14 12:00 | 62 | Mariya Poduraeva v Valeriya Olyanovskaya | 2-6,0-6 | |
| ITF - W15 Antalya | 01/20 11:30 | 25 | Valeriya Olyanovskaya v Sofia Shapatava | 3-6,4-6 | |
| ITF - W15 Antalya | 01/19 06:30 | 62 | Valeriya Olyanovskaya v Ani Vangelova | 6-1,6-2 | |
| ITF - W15 Antalya | 01/18 07:00 | 62 | Valeriya Olyanovskaya v Giuseppina Miccio | 6-2,7-5 | |
| ITF - W15 Antalya | 01/16 07:00 | 28 | Valeriya Olyanovskaya v Berfu Cengiz | 0-6,0-6 | |
| ITF - W15 Antalya | 01/15 09:10 | 27 | Julia Kimmelmann v Valeriya Olyanovskaya | 5-7,7-6,3-6 | |
| ITF - W15 Antalya | 01/14 07:00 | 26 | Ayla Aksu v Valeriya Olyanovskaya | 5-7,6-2,3-6 | |
| ITF - W15 Antalya | 01/12 09:00 | 25 | Valeriya Olyanovskaya v Joanne Zuger | 6-3,1-6,6-3 | |
| ITF - W15Iraklion | 11/04 10:15 | 25 | Pia Lovric v Valeriya Olyanovskaya | Retired | |
| ITF - W15Iraklion | 11/03 07:30 | 44 | Valeriya Olyanovskaya v Denisa Hindova | 6-0,6-3 | |
| ITF - W15Iraklion | 11/01 08:30 | 44 | Valeriya Olyanovskaya v Saara Orav | 6-4,6-2 | |
| ITF - W15Iraklion | 10/29 08:00 | 25 | Melania Delai v Valeriya Olyanovskaya | 6-4,4-6,7-5 | |
| ITF - W15Iraklion | 10/27 07:00 | 44 | Valeriya Olyanovskaya v Julia Kimmelmann | 6-3,4-6,11-9 | |
| ITF - W15Iraklion | 10/26 08:00 | 44 | Valeriya Olyanovskaya v Irina Dshandshgava | 6-1,6-2 | |
| ITF - W15 Sharm-el-Sheikh | 10/07 11:15 | 25 | Anna Ulyashchenko v Valeriya Olyanovskaya | 7-5,6-2 | |
| ITF W25 - Frýdek-Místek | 09/15 09:55 | 44 | Nikola Tomanova v Valeriya Olyanovskaya | 1-6,7-6,10-5 | |
| ITF W25 - Frýdek-Místek | 09/14 08:00 | 44 | Valeriya Olyanovskaya v Ange Oby Kajuru | 6-3,6-4 | |
| ITF W25 - Frýdek-Místek | 09/13 10:00 | 44 | Valeriya Olyanovskaya v Gabriela Horackova | 6-0,6-3 | |
| ITF W25 - Praag | 09/07 08:00 | 44 | Valeriya Olyanovskaya v Anastasiya Shoshyna | 7-6,2-6,5-10 | |
| ITF W25 - Praag | 09/06 10:30 | 44 | Sofia Sewing v Valeriya Olyanovskaya | 0-6,6-4,11-13 | |
| Polish National Tour - Dames | 08/22 12:05 | - | Valeriya Olyanovskaya v Anastasiya Shoshyna | 0-6,1-6 |