Stadium: Court 1 Round: 26 Ground: Clay
| ITF W25 Slobozia | 2023/09/20 12:40 | Viktoriia Dema v Maria Daciana Ciubotaru | 4-6,7-5,6-3 |
| ITF W25 Slobozia | 2023/09/19 08:55 | Chelsea Vanhoutte v Viktoriia Dema | 6-7,4-6 |
| ITF W25 Slobozia | 2023/09/18 10:50 | Elena Ruxandra Bertea v Viktoriia Dema | 5-7,5-7 |
| ITF W25 Slobozia | 2023/09/17 09:30 | Cristiana Nicoleta Todoni v Viktoriia Dema | 1-6,1-6 |
| UTR Pro Sofia Women | 2023/09/10 06:45 | Karola Bejenaru v Viktoriia Dema | 2-6,6-7 |
| UTR Pro Sofia Women | 2023/09/09 06:30 | Viktoriia Dema v Julia Terziyska | 6-1,6-2 |
| UTR Pro Sofia Women | 2023/09/08 08:00 | Mirela Shkumbova v Viktoriia Dema | 5-7,0-6 |
| UTR Pro Sofia Women | 2023/09/07 08:58 | Gebriela Mihaylova v Viktoriia Dema | 4-6,1-6 |
| 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 |
| WTA Barranquilla | 2023/08/14 20:30 | Katarina Kozarov v Valentini Grammatikopoulou | 3-6,2-6 |
| ITF W25 Koge | 2023/08/05 09:00 | Valentini Grammatikopoulou v Hanne Vandewinkel | 3-6,3-6 |
| ITF W25 Koge | 2023/08/04 09:35 | Valentini Grammatikopoulou v Dejana Radanovic | 1-6,6-3,6-4 |