Stadium: Court 8 Round: 27 Ground: Clay
| ITF - W15 Shymkent | 2021/04/15 05:35 | Olyanovskaya, Valeriya v Silich, Alina | 6-4,6-2 |
| ITF - W15 Shymkent | 2021/06/03 06:45 | Olyanovskaya, Valeriya v Anastasiia Poplavska | 6-3,6-2 |
| ITF - W15 Shymkent | 2021/06/02 10:10 | Olyanovskaya, Valeriya v Yuliya Klimova | 6-1,6-0 |
| 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 Shymkent | 2021/06/03 05:00 | Silich, Alina v Ekaterina Shalimova | 2-6,6-4,6-4 |
| ITF - W15 Shymkent | 2021/06/01 05:00 | Silich, Alina v Chursina, Sofiya | 6-3,7-6 |
| ITF - W15 Shymkent | 2021/05/27 09:10 | Martyna Kubka v Silich, Alina | 2-6,7-5,6-2 |
| ITF - W15 Shymkent | 2021/05/25 08:10 | Silich, Alina v Dana Baidaulet | 6-4,6-3 |
| ITF - W15 Shymkent | 2021/04/15 05:35 | Olyanovskaya, Valeriya v Silich, Alina | 6-4,6-2 |
| ITF - W15 Shymkent | 2021/04/14 05:15 | Silich, Alina v Milana Maslenkova | 7-5,6-1 |
| ITF - W15 Shymkent | 2021/04/10 06:40 | Silich, Alina v Evialina Laskevich | 2-6,4-6 |
| ITF - W15 Shymkent | 2021/04/09 08:30 | Silich, Alina v Anastasia Tikhonova | 6-1,2-6,6-4 |