Stadium: Court 4 Round: 27 Ground: Clay
| ITF W25 Prerov | 2020/09/22 12:25 | Valentini Grammatikopoulou v Anna Siskova | 6-4,6-2 |
| ITF W60 Liepaja | 2022/07/14 10:15 | Anna Siskova v Angelica Moratelli | 6-1,5-7,6-4 |
| ITF W60 Liepaja | 2022/07/13 12:10 | Anna Siskova v Nika Radisic | 5-7,6-3,6-2 |
| ITF W25 Stuttgart | 2022/07/01 12:40 | Anna Siskova v Michaela Bayerlova | 6-4,2-6,0-6 |
| ITF W25 Stuttgart | 2022/06/30 11:55 | Anna Siskova v Barbora Palicova | 5-7,7-6,6-4 |
| ITF W25 Stuttgart | 2022/06/29 14:00 | Anna Siskova v Mara Guth | 2-6,6-3,6-3 |
| Wimbledon Women | 2022/06/21 10:00 | Anna Siskova v Louisa Chirico | 6-1,1-6,0-6 |
| ITF W25 Poertschach | 2022/06/17 11:40 | Anna Siskova v Sinja Kraus | 4-6,5-7 |
| ITF W25 Poertschach | 2022/06/16 15:35 | Anna Siskova v Mara Guth | 7-5,6-4 |
| ITF W60 Liepaja | 2022/07/14 09:40 | Beatrise Zeltina v Valentini Grammatikopoulou | 1-6,1-6 |
| ITF W60 Liepaja | 2022/07/13 09:45 | Marine Partaud v Valentini Grammatikopoulou | 6-4,3-6,6-7 |
| WTA Bastad | 2022/07/05 08:30 | Valentini Grammatikopoulou v Panna Udvardy | 2-6,5-7 |
| Wimbledon Women | 2022/06/21 11:55 | Valentini Grammatikopoulou v Priscilla Hon | 6-2,4-6,5-7 |
| ITF W100 Ilkley | 2022/06/14 10:00 | Valentini Grammatikopoulou v Daria Snigur | 3-6,3-6 |
| WTA Hertogenbosch | 2022/06/06 08:00 | Caty McNally v Valentini Grammatikopoulou | 6-1,6-2 |
| WTA Hertogenbosch | 2022/06/04 15:20 | Indy De Vroome v Valentini Grammatikopoulou | 2-6,4-6 |
| French Open Women | 2022/05/23 09:00 | Valentini Grammatikopoulou v Daria Saville | 1-6,2-6 |