Stadium: Clay Court 8 Round: 44 Ground: Clay
| 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 Vienna | 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 Cancun | 2019/07/29 18:00 | Magdalena Stoilkovska v Anastasia Sysoeva | 6-3,7-6 |
| ITF W15 Cancun | 2019/07/22 19:30 | Alexis Keberle v Magdalena Stoilkovska | 6-1,6-3 |
| ITF W15 Antalya | 2019/11/04 07:00 | Olivia Gram v Liubov Demidova | 6-2,6-2 |
| ITF W15 Antalya | 2019/10/27 08:30 | Zeynep Erman v Liubov Demidova | 6-3,6-3 |
| ITF W25 Penza | 2019/08/26 07:00 | Liubov Demidova v Veronika Pepelyaeva | 0-6,2-6 |
| ITF W15 Moscow | 2019/08/12 09:00 | Yana Karpovich v Liubov Demidova | 6-1,6-0 |
| ITF W25 Moscow | 2019/07/22 14:50 | Liubov Demidova v Maria Shusharina | 0-6,0-6 |
| ITF W25 Minsk | 2019/06/10 09:45 | Liubov Demidova v Ekaterina Shalimova | 0-6,0-6 |
| ITF W25 Minsk | 2019/06/03 07:00 | Anastasia Detiuc v Liubov Demidova | 6-0,6-1 |
| ITF W25 Khimki | 2019/04/29 07:00 | Ekaterina Vishnevskaya v Liubov Demidova | 6-1,6-0 |