Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| WTA Cluj-Napoca | 2023/10/14 08:00 | Susan Bandecchi v Valentini Grammatikopoulou | 6-3,4-6,7-5 |
| ITF W25 Slobozia | 2023/09/23 11:40 | Valentini Grammatikopoulou v Ekaterina Vl. Makarova | 3-6,0-6 |
| ITF W25 Slobozia | 2023/09/21 08:45 | Viktoriia Dema v Valentini Grammatikopoulou | 6-4,2-6,3-6 |
| WTA Bucharest | 2023/09/12 12:20 | Valentini Grammatikopoulou v Anna Bondar | 3-6,6-2,4-6 |
| WTA Bari | 2023/09/06 16:10 | Alize Cornet v Valentini Grammatikopoulou | 4-6,6-4,7-5 |
| WTA Bari | 2023/09/05 10:00 | Valentini Grammatikopoulou v Giorgia Pedone | 6-4,6-2 |
| US Open Women | 2023/08/23 20:15 | Valentini Grammatikopoulou v Haruka Kaji | 3-6,3-6 |
| WTA Barranquilla | 2023/08/16 20:40 | Tatjana Maria v Valentini Grammatikopoulou | 6-0,6-2 |
| ITF W25 Sharm El Sheikh | 2023/10/24 06:30 | Zhanel Rustemova v Alisa Kummel | 2-6,2-6 |
| ITF W25 Sharm El Sheikh | 2023/10/23 08:05 | Alisa Kummel v Olivia Bergler | 6-4,6-1 |
| ITF W25 Sharm El Sheikh | 2023/10/22 08:00 | Alisa Kummel v Tabeth Tadoum | 6-0,6-1 |
| ITF W15 Sharm El Sheikh | 2023/10/21 07:00 | Alisa Kummel v Kamilla Bartone | 4-6,2-6 |
| ITF W15 Sharm El Sheikh | 2023/10/20 07:00 | Alisa Kummel v Sandugash Kenzhibayeva | 6-4,7-6 |
| ITF W15 Sharm El Sheikh | 2023/10/19 08:45 | Alisa Kummel v Arlinda Rushiti | 7-5,6-1 |
| ITF W15 Sharm El Sheikh | 2023/10/18 08:15 | Linda Klimovicova v Alisa Kummel | 2-6,3-6 |
| ITF W15 Sharm El Sheikh | 2023/10/17 09:45 | Alisa Kummel v Brooke Black | 6-0,6-1 |