Stadium: Court 6 Round: 28 Ground: Hardcourt outdoor
| 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 Shymkent | 2021/04/07 04:00 | Aruzhan Sagandikova v Olyanovskaya, Valeriya | 6-7,0-6 |
| ITF W25 Manacor | 2021/03/01 14:00 | Olyanovskaya, Valeriya v Francisca Jorge | 4-6,1-6 |
| ITF W15 Tbilisi | 2021/05/21 08:40 | Maria Sholokhova v Howard, Zoe | 4-6,4-6 |
| ITF W15 Tbilisi | 2021/05/20 05:55 | Howard, Zoe v Kolar, Nastja | 4-6,6-3,7-5 |
| ITF W15 Tbilisi | 2021/05/19 08:10 | Howard, Zoe v Anastasiia Poplavska | 6-1,6-3 |
| ITF W15 Tbilisi | 2021/05/17 06:00 | Howard, Zoe v Trynkina, Alina | 6-3,6-3 |
| ITF W15 Tbilisi | 2021/05/17 06:00 | Howard, Zoe v Milenkovic, Kristina | 6-2,6-2 |
| ITF W15 Jerusalem | 2021/05/12 07:00 | Howard, Zoe v Emily Appleton | 4-6,6-3,3-6 |
| ITF W25 Jerusalem | 2021/05/11 06:30 | Howard, Zoe v Schwartzmann, D. | 6-4,6-1 |
| ITF W25 Jerusalem | 2021/05/10 07:00 | Howard, Zoe v Gavish, Adi | 6-4,6-4 |