Estádio: Court 6 Round: 25 Ground: Clay
| ITF - W25 Zagreb | 2020/09/17 12:00 | Valentini Grammatikopoulou v Andreea Amalia Rosca | 5-7,6-1,3-6 |
| ITF - W25 Figueira da Foz | 2020/09/10 11:30 | Maia Lumsden v Valentini Grammatikopoulou | 6-1,6-2 |
| ITF - W25 Figueira da Foz | 2020/09/09 11:00 | Francisca Jorge v Valentini Grammatikopoulou | 1-6,1-6 |
| WTA - Praga | 2020/09/03 12:50 | Valentini Grammatikopoulou v Anna Karolina Schmiedlova | 3-6,0-6 |
| WTA - Praga | 2020/09/02 12:05 | Valentini Grammatikopoulou v Robin Anderson | 3-6,6-4,6-3 |
| WTA - Praga | 2020/09/01 08:00 | Martina Trevisan v Valentini Grammatikopoulou | 2-6,1-6 |
| WTA - Praga | 2020/08/30 16:25 | Valentini Grammatikopoulou v Nuria Parrizas-Diaz | 6-4,6-1 |
| ITF - W25 Olímpia | 2020/03/11 13:00 | Valentini Grammatikopoulou v Karin Kennel | 2-6,7-6,7-6 |
| ITF - W15 Melilla | 2020/09/17 10:40 | Victoria Jimenez Kasintseva v Anna Siskova | 6-3,6-4 |
| ITF - W15 Melilla | 2020/09/15 12:15 | Giulia Morlet v Anna Siskova | 3-6,5-7 |
| ITF - W15 Trieste | 2020/09/01 10:35 | Anna Siskova v Lisa Pigato | 6-2,5-7,3-6 |
| ITF - W15 Cordenons | 2020/08/26 10:30 | Melania Delai v Anna Siskova | 4-6,6-3,6-3 |
| ITF - W15 Cordenons | 2020/08/25 07:55 | Anastasia Kulikova v Anna Siskova | 0-6,3-6 |
| ITF - W15 Oeiras | 2020/08/20 10:00 | Anna Siskova v Anastasiya Komardina | 1-6,2-6 |
| ITF - W15 Oeiras | 2020/08/18 10:00 | Anna Siskova v Pei-Chi Lee | 3-6,6-1,6-4 |
| ITF - W25 Antalya | 2020/03/03 09:20 | Gozal Ainitdinova v Anna Siskova | 6-4,6-4 |