Stadium: Court 9 Round: 25 Ground: Clay
| 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 | 2021/04/15 05:35 | Olyanovskaya, Valeriya v Silich, Alina | 6-4,6-2 |
| ITF - W15 Shymkent | 2021/04/08 04:00 | Sharipova, Sabina v Olyanovskaya, Valeriya | 6-3,6-2 |
| ITF - W15 Sharm El Sheikh | 2021/03/22 09:00 | Elena-Teodora Cadar v Ekaterina Reyngold | 6-3,6-0 |
| ITF - W15 Sharm El Sheikh | 2021/03/21 15:00 | Ekaterina Reyngold v Beatrice Ricci | 7-5,7-6 |
| ITF - W15 Antalya | 2021/01/19 06:30 | Nuria Brancaccio v Ekaterina Reyngold | 6-1,6-1 |
| Neva Open Women | 2020/05/14 17:54 | Ekaterina Reyngold v Iakovleva, Anna | 7-5,5-4 |
| ITF W15 Kazan | 2020/03/12 06:55 | Margarita Ignatjeva v Ekaterina Reyngold | 4-6,3-6 |
| ITF W15 Kazan | 2020/03/11 06:55 | Ekaterina Reyngold v Lazareva, Margarita | 6-2,6-3 |
| ITF W15 Kazan | 2020/03/09 14:15 | Ekaterina Reyngold v Elizaveta Shebekina | 6-3,6-2 |
| ITF W15 Liepaja | 2020/01/22 09:00 | Ekaterina Shalimova v Ekaterina Reyngold | 7-6,6-3 |