Stadium: Court 1 Round: 62 Ground: Clay
| ITF W15 Kursumlijska Banja | 2023/05/01 08:00 | Magdalena Stoilkovska v Suana Tucakovic | 3-6,6-7 |
| ITF W15 Kursumlijska Banja | 2023/04/27 08:40 | Magdalena Stoilkovska v Sofia Rocchetti | 1-6,2-6 |
| ITF W15 Kursumlijska Banja | 2023/04/26 14:00 | Magdalena Stoilkovska v Ginevra Montebruno | 7-6,6-2 |
| ITF W15 Kursumlijska Banja | 2023/04/25 07:00 | Magdalena Stoilkovska v Anja Petkovic | 6-0,7-6 |
| ITF W15 Kursumlijska Banja | 2023/04/24 08:50 | Magdalena Stoilkovska v Anastasia Pliushcheva | 6-2,6-2 |
| ITF W15 Monastir | 2023/02/28 08:30 | Matilde Mariani v Magdalena Stoilkovska | 6-2,4-6,10-4 |
| ITF W15 Monastir | 2023/02/27 09:30 | Beverley Nyangon v Magdalena Stoilkovska | 6-1,1-6,8-10 |
| ITF W15 Monastir | 2023/02/19 13:00 | Magdalena Stoilkovska v Thessy N Zinga | 6-4,5-7,6-10 |
| ITF W15 Kursumlijska Banja | 2023/05/01 15:55 | Leontina Stojanovic v Alexandra Azarko | 1-6,2-6 |
| ITF W15 Kursumlijska Banja | 2023/04/24 13:40 | Zuzanna Kolonus v Leontina Stojanovic | 7-6,6-0 |
| ITF W15 Kursumlijska Banja | 2023/04/18 14:30 | Leontina Stojanovic v Anastasija Arsic | 0-6,1-6 |
| ITF W15 Kursumlijska Banja | 2023/04/18 10:35 | Anastasija Radojevic v Leontina Stojanovic | 6-1,5-7,6-10 |
| ITF W25 Vrnjacka Banja | 2022/08/15 07:00 | Leontina Stojanovic v Natalija Senic | 0-6,0-6 |
| ITF W100 Charleston | 2022/06/27 15:10 | Alexa Graham v Leontina Stojanovic | 6-0,6-0 |
| ITF W15 San Diego | 2022/06/13 17:00 | Daianne Hayashida v Leontina Stojanovic | 6-1,6-0 |