Round: 44 Ground: Clay
| ITF M15 Varna | 2019/09/10 08:00 | Juan Pablo Paz v Dian Nedev | 6-2,7-6 |
| ITF M15 Plovdiv | 2019/06/04 08:30 | Gorazd Srbljak v Dian Nedev | 7-6,6-0 |
| ITF M15 Plovdiv | 2019/06/03 10:00 | Dian Nedev v Vladimir Filip | 7-6,6-0 |
| ITF M15 Sozopol | 2019/05/07 10:00 | Plamen Milushev v Dian Nedev | 6-2,6-2 |
| ITF Grecia F8 | 2018/11/10 07:30 | Dian Nedev v George Davies | 6-7,2-6 |
| ITF Grecia F7 | 2018/11/03 10:00 | Alexandros Roumpis v Dian Nedev | 6-1,6-2 |
| ITF Alemania F7 | 2017/07/09 08:00 | Mark Burgos v Dian Nedev | 6-4,6-1 |
| 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 |