| ITF W25 Vienna | 08/25 07:30 | 44 | Magdalena Stoilkovska v Paula Arias Manjon | 1-6,2-6 | |
| ITF W15 Cancun | 07/31 13:30 | 25 | Jwany Sherif v Magdalena Stoilkovska | 6-2,6-2 | |
| ITF W15 Cancun | 07/29 18:00 | 54 | Magdalena Stoilkovska v Anastasia Sysoeva | 6-3,7-6 | |
| ITF W15 Cancun | 07/22 19:30 | 54 | Alexis Keberle v Magdalena Stoilkovska | 6-1,6-3 | |
| ITF W15 Cancun | 07/22 14:30 | 54 | Drew Anderson v Magdalena Stoilkovska | 0-6,1-6 | |
| ITF W15 Cancun | 07/17 13:30 | 25 | Michiru Furuya v Magdalena Stoilkovska | 6-3,6-0 | |
| ITF W15 Cancun | 07/15 19:00 | 54 | Utaka Kishigami v Magdalena Stoilkovska | 5-7,7-5,5-10 | |
| ITF W15 Cancun | 07/08 18:30 | 54 | Magdalena Stoilkovska v Angela Kulikov | 2-6,0-6 | |
| ITF W25 Figueira Da Foz | 06/17 09:30 | 45 | Olga Parres Azcoitia v Magdalena Stoilkovska | 6-1,6-4 | |
| ITF W15 Amarante | 06/11 10:30 | 54 | Laia Conde Monfort v Magdalena Stoilkovska | 6-7,6-2,10-8 | |
| ITF W15 Amarante | 06/10 11:00 | 54 | Marie Lou Faoro v Magdalena Stoilkovska | 1-6,1-6 | |
| ITF W15 Antalya | 05/22 11:05 | 25 | Magdalena Stoilkovska v Zeynep Sonmez | 2-6,1-6 | |
| ITF W15 Antalya | 05/14 07:15 | 54 | Magdalena Stoilkovska v Petra Csabi | 6-2,4-6,4-10 | |
| 2019 Fed Cup | 04/19 09:00 | - | Eleni Louka v Magdalena Stoilkovska | 6-2,6-0 | |
| 2019 Fed Cup | 04/18 12:00 | - | Magdalena Stoilkovska v Ines Bekrar | 3-6,6-3,6-0 | |
| 2019 Fed Cup | 04/16 12:00 | - | Magdalena Stoilkovska v Donika Bashota | 2-6,6-3,5-7 | |
| 2019 Fed Cup | 04/15 12:00 | - | Magdalena Stoilkovska v Gloire Mfoumouangana | 6-2,6-3 | |
| ITF W15 Antalya | 04/08 07:15 | 54 | Karolina Kubanova v Magdalena Stoilkovska | 6-0,6-4 | |
| ITF W15 Antalya | 03/13 10:10 | 25 | Eliessa Vanlangendonck v Magdalena Stoilkovska | 6-2,6-0 | |
| ITF W15 Antalya | 03/12 07:15 | 45 | Magdalena Stoilkovska v Elena Milovanovic | 6-2,6-3 | |
| ITF W15 Antalya | 03/11 07:00 | 45 | Chantal Sauvant v Magdalena Stoilkovska | 1-6,3-6 | |
| ITF W15 Antalya | 03/05 07:30 | 45 | Jacquline Nylander Altelius v Magdalena Stoilkovska | 6-2,6-4 | |
| ITF Women Monastir | 12/10 10:30 | 54 | Sara Guglielminotti v Magdalena Stoilkovska | 6-3,6-4 | |
| ITF Women Monastir | 12/09 08:00 | 54 | Magdalena Stoilkovska v Longi Noelly Nsimba | 6-4,6-4 | |
| ITF Women Monastir | 12/02 07:00 | 54 | Diana Martynov v Magdalena Stoilkovska | 6-2,7-5 | |
| ITF Women Monastir | 11/25 08:00 | 54 | Magdalena Stoilkovska v Lisa Pigato | 5-7,4-6 | |
| ITF Women Monastir | 11/21 12:25 | 25 | Tamara Curovic v Magdalena Stoilkovska | 6-1,6-0 | |
| ITF Women Monastir | 11/19 08:30 | 54 | Magdalena Stoilkovska v Claudia Franze | 6-4,6-7,6-2 | |
| ITF Women Monastir | 11/18 10:00 | 54 | Magdalena Stoilkovska v Amal Gati | 7-5,6-3 | |
| ITF Women Maribor | 06/13 09:55 | 25 | Magdalena Stoilkovska v Nora Niedmers | 5-7,0-6 |