Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF W15 Antalya | 2019/11/22 07:00 | Valeriya Yushchenko v Ioana Gaspar | 4-6,3-6 |
| ITF W15 Antalya | 2019/11/21 08:15 | Valeriya Yushchenko v Gebriela Mihaylova | 6-0,6-3 |
| ITF W15 Antalya | 2019/11/20 10:30 | Valeriya Yushchenko v Jenny Duerst | 7-5,6-3 |
| ITF W25 Minsk | 2019/11/14 11:10 | Katarzyna Piter v Valeriya Yushchenko | 6-2,6-4 |
| ITF W25 Minsk | 2019/11/13 07:00 | Valeriya Yushchenko v Suzan Lamens | 6-2,6-1 |
| ITF W25 Petange | 2019/10/29 13:05 | Valeriya Yushchenko v Pemra Ozgen | 6-4,0-6,0-6 |
| ITF W60 Meitar | 2019/09/09 07:00 | Valeriya Yushchenko v Victoria Muntean | 5-7,1-6 |
| ITF W25 Almaty | 2019/09/01 04:30 | Akgul Amanmuradova v Valeriya Yushchenko | 6-4,6-2 |
| WTA Houston | 2019/11/11 17:15 | Valentini Grammatikopoulou v Eugenie Bouchard | 6-7,4-6 |
| ITF W60 Colina | 2019/11/07 18:15 | Elisabetta Cocciaretto v Valentini Grammatikopoulou | 7-5,6-3 |
| ITF W60 Colina | 2019/11/06 18:00 | Andrea Gamiz v Valentini Grammatikopoulou | 5-7,6-2,5-7 |
| ITF W60 Asuncion | 2019/10/30 19:00 | Valentini Grammatikopoulou v Teliana Pereira | 3-6,2-6 |
| ITF W80 Macon | 2019/10/23 18:30 | Irina Falconi v Valentini Grammatikopoulou | 6-2,6-3 |
| WTA Moscow | 2019/10/13 12:40 | Giulia Gatto Monticone v Valentini Grammatikopoulou | 6-3,5-7,7-6 |
| WTA Moscow | 2019/10/12 16:05 | Elitsa Kostova v Valentini Grammatikopoulou | 3-6,4-6 |
| ITF W60 Caldas da Rainha | 2019/09/25 19:20 | Kaia Kanepi v Valentini Grammatikopoulou | 7-5,6-1 |