Stadium: Hard Court 7 Round: 44 Ground: Clay
| 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 Batumi | 2019/08/30 06:00 | Valeriya Olyanovskaya v Iveta Dapkute | 6-2,7-6 |
| ITF W15 Batumi | 2019/08/29 06:00 | Jacqueline Cabaj Awad v Valeriya Olyanovskaya | 4-6,6-1,1-6 |
| ITF W15 Batumi | 2019/08/28 09:30 | Tamari Gagoshidze v Valeriya Olyanovskaya | 3-6,1-6 |
| ITF W15 Sharm El Sheikh | 2019/03/07 10:55 | Melanie Klaffner v Oliwia Szymczuch | 6-2,6-4 |
| ITF W15 Sharm El Sheikh | 2019/03/05 08:00 | Oliwia Szymczuch v Mihika Yadav | 6-2,2-6,6-4 |
| ITF W15 Sharm El Sheikh | 2019/02/25 10:00 | Oliwia Szymczuch v Zeynep Sonmez | 6-3,4-6,4-10 |
| ITF Women Obidos | 2018/10/06 11:30 | Manca Pislak v Oliwia Szymczuch | 6-3,6-2 |
| ITF Women Obidos | 2018/10/01 10:20 | Akiko Omae v Oliwia Szymczuch | 6-7,6-4,7-6 |
| ITF Women Obidos | 2018/09/30 14:00 | Oliwia Szymczuch v Anastasia Kulikova | 6-0,6-3 |
| ITF Women Obidos | 2018/09/24 11:15 | Mia Nicole Eklund v Oliwia Szymczuch | 1-6,5-7 |
| ITF Women Obidos | 2018/09/23 12:00 | Oliwia Szymczuch v Sandy Marti | 4-6,6-0,6-2 |