Stadium: Court 10 Round: 25 Ground: Clay
| ITF - W15 Shymkent | 2021/05/27 08:30 | Olyanovskaya, Valeriya v Dmitrichenko, Yekaterina | 6-7,2-6 |
| ITF - W15 Shymkent | 2021/05/25 04:00 | Olyanovskaya, Valeriya v Ekaterina Reyngold | 6-4,6-3 |
| ITF W15 Tbilisi | 2021/05/23 06:00 | Weronika Falkowska v Olyanovskaya, Valeriya | 6-4,6-3 |
| ITF W15 Tbilisi | 2021/05/22 06:00 | Olyanovskaya, Valeriya v Howard, Zoe | 6-1,6-4 |
| ITF W15 Tbilisi | 2021/05/21 07:50 | Ekaterina Yashina v Olyanovskaya, Valeriya | 6-0,4-6,4-6 |
| ITF W15 Tbilisi | 2021/05/20 05:55 | Dalakishvili, Mariam v Olyanovskaya, Valeriya | 5-7,3-6 |
| ITF W15 Tbilisi | 2021/05/18 10:00 | Olyanovskaya, Valeriya v Viktoria Morvayova | 6-2,6-1 |
| ITF - W15 Shymkent | 2021/04/16 06:55 | Olyanovskaya, Valeriya v Dalakishvili, Mariam | 6-7,4-6 |
| ITF - W15 Shymkent | 2021/05/31 09:00 | Karimjanova, Yasmina v Yuliya Klimova | 6-3,2-6,6-10 |
| ITF - W15 Shymkent | 2021/05/24 03:55 | Sophia Natalya Baranov v Yuliya Klimova | 6-1,6-1 |
| ITF - W15 Shymkent | 2021/04/13 06:20 | Eszter Meri v Yuliya Klimova | 6-1,6-0 |
| ITF - W15 Shymkent | 2021/04/12 08:40 | Yuliya Klimova v Alzhanova, Diyora | 3-6,6-4,11-9 |
| ITF - W15 Shymkent | 2021/02/08 06:45 | Yuliya Klimova v Dzemeshkevich, Maria | 1-6,1-6 |
| ITF - W15 Shymkent | 2021/02/01 05:50 | Yuliya Klimova v Erkezhan Arystanbekova | 0-6,0-6 |