Stadium: Court 1 Round: 26 Ground: Clay
| ITF W15 Bacau | 2023/07/12 13:00 | Tamara Curovic v Magdalena Stoilkovska | 6-4,4-6,3-6 |
| Billie Jean King Cup | 2023/06/24 08:00 | Irena Muradyan v Magdalena Stoilkovska | 6-4,4-6,6-0 |
| Billie Jean King Cup | 2023/06/23 08:00 | Magdalena Stoilkovska v Daniela Ciobanu | 7-6,7-5 |
| Billie Jean King Cup | 2023/06/22 08:00 | Magdalena Stoilkovska v Anna Soffia Gronholm | 6-1,6-0 |
| Billie Jean King Cup | 2023/06/21 08:00 | Laura Hietaranta v Magdalena Stoilkovska | 6-1,6-2 |
| Billie Jean King Cup | 2023/06/19 08:00 | Magdalena Stoilkovska v Kristal Dule | 6-7,6-2,7-5 |
| ITF W25 Kursumlijska Banja | 2023/05/14 13:30 | Alexandra Azarko v Magdalena Stoilkovska | 3-6,2-6 |
| ITF W15 Kursumlijska Banja | 2023/05/11 14:15 | Michaela Laki v Magdalena Stoilkovska | 6-4,7-5 |
| ITF W15 Bacau | 2023/07/12 13:10 | Simona Ogescu v Ekaterina Ivanova | 6-4,6-3 |
| ITF W25 Stuttgart-Vaihingen | 2023/07/03 14:30 | Hanne Vandewinkel v Simona Ogescu | 6-4,6-1 |
| ITF W15 Bucharest | 2023/06/20 10:40 | Simona Ogescu v Rositsa Dencheva | 2-6,0-6 |
| ITF W15 Banja Luka | 2023/06/08 08:00 | Nina Alibalic v Simona Ogescu | 7-5,6-0 |
| ITF W15 Banja Luka | 2023/06/07 09:30 | Ginevra Montebruno v Simona Ogescu | 5-7,1-6 |
| ITF W15 Kursumlijska Banja | 2023/04/20 07:30 | Simona Ogescu v Sofia Rocchetti | 1-6,2-6 |
| ITF W15 Kursumlijska Banja | 2023/04/19 09:35 | Simona Ogescu v Anja Petkovic | 6-3,6-1 |
| ITF W15 Heraklion | 2023/03/23 12:05 | Shavit Kimchi v Simona Ogescu | 6-4,6-2 |