Stadium: Clay Court 8 Round: 44 Ground: Clay
| Podgorica, Singles Qualifying W-ITF-MNE-01A | 2019/09/17 09:40 | Jana Bojovic v Magdalena Stoilkovska | 6-2,6-1 |
| Szekesfehervar, Singles W-ITF-HUN-04A | 2019/09/10 08:00 | Farbas, Reka v Magdalena Stoilkovska | 6-1,6-3 |
| Szekesfehervar, Singles W-ITF-HUN-04A | 2019/09/09 09:00 | Mamic, Matea 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 Vienna | 2019/08/25 07:30 | Magdalena Stoilkovska v Paula Arias Manjon | 1-6,2-6 |
| ITF W15 Cancun | 2019/07/31 13:30 | Sherif, Jwany v Magdalena Stoilkovska | 6-2,6-2 |
| ITF W15 Cancun | 2019/07/29 18:00 | Magdalena Stoilkovska v Sysoeva, Anastasia | 6-3,7-6 |
| ITF W15 Cancun | 2019/07/22 19:30 | Keberle, Alexis v Magdalena Stoilkovska | 6-1,6-3 |
| ITF - W15 Antalya | 2019/11/04 07:00 | Olivia Gram v Demidova, Liubov | 6-2,6-2 |
| ITF - W15 Antalya | 2019/10/27 08:30 | Erman, Zeynep v Demidova, Liubov | 6-3,6-3 |
| Penza, Singles Qualifying W-ITF-RUS-01B | 2019/08/26 07:00 | Demidova, Liubov v Pepelyaeva, Veronika | 0-6,2-6 |
| ITF W15 Moscow | 2019/08/12 09:00 | Karpovich, Yana v Demidova, Liubov | 6-1,6-0 |
| Moscou, Simples W-ITF-RUS-02A | 2019/07/22 14:50 | Demidova, Liubov v Shusharina, Maria | 0-6,0-6 |
| Minsk, Singles W-ITF-BLR-03A | 2019/06/10 09:45 | Demidova, Liubov v Ekaterina Shalimova | 0-6,0-6 |
| Minsk, Singles W-ITF-BLR-03A | 2019/06/03 07:00 | Detiuc, Anastasia v Demidova, Liubov | 6-0,6-1 |
| Khimki, Singles W-ITF-RUS-04A | 2019/04/29 07:00 | Vishnevskaya, Ekaterina v Demidova, Liubov | 6-1,6-0 |