Stadium: Court 22 Round: 25 Ground: Clay
| ITF W15 Sharm El Sheikh | 2019/11/06 08:00 | Valeriya Olyanovskaya v Aleksandra Pitak | 6-2,6-7,6-2 |
| ITF W15 Sharm El Sheikh | 2019/11/04 08:00 | Valeriya Olyanovskaya v Mayya Gorbunova | 6-1,6-0 |
| ITF W15 Telavi | 2019/10/16 06:00 | Valeriya Olyanovskaya v Anna Siskova | 2-6,0-6 |
| ITF W15 Chornomorsk | 2019/10/05 12:50 | Federica Arcidiacono v Valeriya Olyanovskaya | 6-3,4-6,7-6 |
| ITF W15 Chornomorsk | 2019/10/04 13:10 | Valeriya Olyanovskaya v Yulia Zhytelna | 6-1,6-0 |
| ITF W15 Chornomorsk | 2019/10/03 10:15 | Shelly Bereznyak v Valeriya Olyanovskaya | 6-7,1-6 |
| ITF W15 Chornomorsk | 2019/10/01 08:55 | Anastasiya Klymenko v Valeriya Olyanovskaya | 1-6,1-6 |
| ITF W15 Batumi | 2019/08/31 08:45 | Valeriya Olyanovskaya v Daria Kudashova | 3-6,1-6 |
| ITF W15 Heraklion | 2019/11/06 07:30 | Oleksandra Oliynykova v Gabriela Duca | 6-0,6-3 |
| ITF W15 Anning | 2019/09/27 05:20 | Oleksandra Oliynykova v Meiqi Guo | 6-1,0-6,0-6 |
| ITF W15 Anning | 2019/09/26 03:40 | Oleksandra Oliynykova v Jiangxue Han | 6-1,6-2 |
| ITF W15 Anning | 2019/09/24 03:40 | Oleksandra Oliynykova v Nikita Uberoi | 6-1,6-4 |
| ITF W15 Anning | 2019/09/20 02:00 | Oleksandra Oliynykova v Yexin Ma | 0-6,2-6 |
| ITF W15 Anning | 2019/09/19 02:00 | Oleksandra Oliynykova v Sakura Hondo | 6-4,7-6 |
| ITF W15 Anning | 2019/09/17 03:30 | Oleksandra Oliynykova v Funa Kozaki | 6-3,7-6 |
| ITF W15 Anning | 2019/09/15 02:00 | Oleksandra Oliynykova v Zhibek Kulambayeva | 3-6,5-7 |