Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| WTA Lausanne | 2023/07/24 09:00 | Valentini Grammatikopoulou v Valentina Ryser | 6-1,6-3 |
| ITF W25 Monastir | 2023/11/02 09:35 | Valentini Grammatikopoulou v Alina Charaeva | 2-6,3-6 |
| ITF W25 Monastir | 2023/11/01 13:20 | Valentini Grammatikopoulou v Tamara Curovic | 6-4,6-2 |
| ITF W25 Sharm El Sheikh | 2023/10/29 08:00 | Valentini Grammatikopoulou v Linda Klimovicova | 7-6,7-5 |
| ITF W25 Sharm El Sheikh | 2023/10/28 08:00 | Valentini Grammatikopoulou v Marina Melnikova | 4-6,7-5,6-1 |
| ITF W25 Sharm El Sheikh | 2023/10/27 08:00 | Valentini Grammatikopoulou v Karola Patricia Bejenaru | 6-1,7-5 |
| ITF W25 Sharm El Sheikh | 2023/10/26 07:00 | Valentini Grammatikopoulou v Lamis Alhussein Abdel Aziz | 6-3,0-6,7-5 |
| ITF W25 Sharm El Sheikh | 2023/10/25 06:30 | Valentini Grammatikopoulou v Alisa Kummel | 4-6,6-2,6-3 |
| WTA Cluj-Napoca | 2023/10/14 08:00 | Susan Bandecchi v Valentini Grammatikopoulou | 6-3,4-6,7-5 |
| ITF W40 Funchal | 2023/11/13 15:50 | Valentina Ryser v Stephanie Judith Visscher | 6-4,6-4 |
| ITF W25 Sunderland | 2023/11/05 12:20 | Valentina Ryser v Elena Malygina | 6-4,7-5 |
| ITF W25 Sunderland | 2023/11/04 10:00 | Valentina Ryser v Barbora Palicova | 6-3,6-3 |
| ITF W25 Sunderland | 2023/11/03 09:50 | Alisa Baranovska v Valentina Ryser | 3-6,2-6 |
| ITF W25 Sunderland | 2023/11/02 10:00 | Jasmijn Gimbrere v Valentina Ryser | 2-6,4-6 |
| ITF W25 Sunderland | 2023/10/31 12:45 | Valentina Ryser v Anna Siskova | 6-2,6-1 |
| ITF W60 Glasgow | 2023/10/26 12:00 | Valentina Ryser v Anna Brogan | 6-2,3-6,4-6 |
| ITF W60 Glasgow | 2023/10/25 14:20 | Jule Niemeier v Valentina Ryser | 3-6,1-6 |