Stadium: Court 4 Round: 27 Ground: Hardcourt outdoor
| ITF W25 Kazan | 2020/01/23 07:00 | Taisiya Pachkaleva v Irina Khromacheva | 6-3,2-6,6-2 |
| ITF W25 Kazan | 2020/01/22 07:00 | Lara Salden v Taisiya Pachkaleva | 5-7,4-6 |
| ITF W15 Antalya | 2020/01/19 07:30 | Nina Potocnik v Taisiya Pachkaleva | 6-3,6-2 |
| ITF W15 Antalya | 2020/01/18 07:00 | Taisiya Pachkaleva v Ksenia Laskutova | 6-3,3-6,6-1 |
| ITF W15 Antalya | 2020/01/16 07:00 | Taisiya Pachkaleva v Anastasia E Nefedova | 1-6,7-5,6-2 |
| ITF W15 Antalya | 2020/01/15 07:00 | Valentina Losciale v Taisiya Pachkaleva | 6-2,1-6,2-6 |
| ITF W15 Telavi | 2019/10/17 06:00 | Oana Georgeta Simion v Taisiya Pachkaleva | 7-6,6-4 |
| ITF W15 Telavi | 2019/10/16 06:00 | Nina Ugrelidze v Taisiya Pachkaleva | 0-6,6-7 |
| ITF W25 Kazan | 2020/01/23 07:00 | Vivian Heisen v Valentini Grammatikopoulou | 2-6,1-6 |
| ITF W25 Kazan | 2020/01/21 12:55 | Valeriya Yushchenko v Valentini Grammatikopoulou | 5-7,6-4,5-7 |
| 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 |