Round: 44 Ground: Clay
| ITF M15 Antalya | 2019/11/17 06:30 | Enes Donmezer v Mihailo Radosavljevic | 4-6,4-6 |
| ITF M15 Burgas | 2019/10/06 08:00 | Dian Nedev v Mihailo Radosavljevic | 6-4,6-2 |
| ITF M15 Zlatibor | 2019/09/18 07:30 | Mihailo Radosavljevic v Filip Misolic | 3-6,2-6 |
| ITF M15 Zlatibor | 2019/09/17 07:00 | Sabit Suntic v Mihailo Radosavljevic | 4-6,2-6 |
| ITF M15 Zlatibor | 2019/09/16 10:30 | Mihailo Radosavljevic v Melik Feler | 6-0,6-2 |
| ITF M15 Novi Sad | 2019/08/05 10:30 | Mihailo Radosavljevic v Shendrit Deari | 3-6,6-7 |
| ITF M15 Antalya | 2019/11/17 06:30 | Ilya Rudiukov v Vladimir Filip | 5-7,5-7 |
| ITF M15 Antalya | 2019/11/11 10:45 | Tomas Farjat v Vladimir Filip | 6-3,6-0 |
| ITF M15 Antalya | 2019/11/11 06:30 | Michalis Sakellaridis v Vladimir Filip | 6-3,5-7,5-10 |
| ITF M15 Antalya | 2019/11/10 08:30 | Mikhail Yehayan v Vladimir Filip | 4-6,6-7 |
| ITF M15 Burgas | 2019/10/09 12:55 | Simon A Ivanov v Vladimir Filip | 1-6,6-2,6-3 |
| ITF M15 Burgas | 2019/10/08 12:00 | Michael Gloeckler v Vladimir Filip | 6-0,6-2 |
| ITF M15 Burgas | 2019/10/07 11:00 | Martin Iliev v Vladimir Filip | 2-6,2-6 |
| ITF M15 Burgas | 2019/10/07 07:00 | Tolga Basriev v Vladimir Filip | 0-6,2-6 |