Stadium: Court Central Round: 25 Ground: Clay
| ITF W80 Macon | 2019/10/23 18:30 | Irina Falconi v Valentini Grammatikopoulou | 6-2,6-3 |
| WTA Moskva | 2019/10/13 12:40 | Giulia Gatto Monticone v Valentini Grammatikopoulou | 6-3,5-7,7-6 |
| WTA Moskva | 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 |
| ITF W25 Podgorica | 2019/09/20 09:00 | Amina Anshba v Valentini Grammatikopoulou | 7-5,7-6 |
| ITF W25 Podgorica | 2019/09/19 10:00 | Anastasia Detiuc v Valentini Grammatikopoulou | 6-4,2-6,6-7 |
| ITF W25 Podgorica | 2019/09/18 11:00 | Nika Radisic v Valentini Grammatikopoulou | 4-6,1-6 |
| ITF W25 Frýdek Místek | 2019/09/11 13:15 | Katharina Gerlach v Valentini Grammatikopoulou | 6-0,6-2 |
| ITF W60 Asuncion | 2019/10/28 17:15 | Teliana Pereira v Maria Mateas | 6-4,6-1 |
| ITF W60 Asuncion | 2019/10/28 13:00 | Teliana Pereira v Bianca Jolie Fernandez | 6-0,6-1 |
| ITF W25 Riba-Roja de Turia | 2019/10/09 13:15 | Teliana Pereira v Katharina Gerlach | 1-6,4-6 |
| ITF W25 Santa Margherita | 2019/10/06 09:00 | Tena Lukas v Teliana Pereira | 6-4,6-3 |
| ITF W25 Santa Margherita | 2019/10/05 12:00 | Elitsa Kostova v Teliana Pereira | 5-7,4-6 |
| ITF W25 Santa Margherita | 2019/10/04 12:00 | Angelica Moratelli v Teliana Pereira | 6-3,1-6,3-6 |
| ITF W25 Santa Margherita | 2019/10/03 14:40 | Teliana Pereira v Martina Di Giuseppe | 3-6,6-3,6-2 |
| ITF W25 Santa Margherita | 2019/10/02 15:40 | Paula Cristina Goncalves v Teliana Pereira | 2-6,1-6 |