Round: 44 Ground: Clay
| ITF W15 Antalya | 2019/11/11 06:30 | Magdalena Stoilkovska v Stefana Lazar | 6-2,1-6,8-10 |
| ITF W15 Antalya | 2019/11/10 06:30 | Magdalena Stoilkovska v Liubov Demidova | 6-1,6-1 |
| ITF W25 Podgorica | 2019/09/17 09:40 | Jana Bojovic v Magdalena Stoilkovska | 6-2,6-1 |
| ITF W15 Szekesfehervar | 2019/09/10 08:00 | Reka Farbas v Magdalena Stoilkovska | 6-1,6-3 |
| ITF W15 Szekesfehervar | 2019/09/09 09:00 | Matea Mamic v Magdalena Stoilkovska | 5-7,3-6 |
| ITF W60 Zagreb | 2019/09/01 07:00 | Victoria Kan v Magdalena Stoilkovska | 6-1,6-0 |
| ITF W25 Bécs | 2019/08/25 07:30 | Magdalena Stoilkovska v Paula Arias Manjon | 1-6,2-6 |
| ITF W15 Cancun | 2019/07/31 13:30 | Jwany Sherif v Magdalena Stoilkovska | 6-2,6-2 |
| ITF W15 Antalya | 2019/11/13 07:25 | Anna Chekanskaya v Nika Radisic | 1-6,2-6 |
| ITF W15 Antalya | 2019/11/11 06:30 | Avelina Sayfetdinova v Anna Chekanskaya | 3-6,2-6 |
| ITF W15 Antalya | 2019/11/10 07:00 | Anna Chekanskaya v Adelina Baravi | 7-6,6-1 |