Round: 25 Ground: Clay
| ITF Macedonia F1 Qual | 2016/06/20 08:00 | Petar Conkic v Gabriel Donev | 6-3,6-4 |
| ITF Serbia F3 Qual | 2016/08/01 08:00 | Gabriel Donev v Danylo Veremeychuk | 4-6,6-1,7-5 |
| ITF Serbia F3 Qual | 2016/07/31 07:00 | Gabriel Donev v Aleksandar Jocic | 6-0,6-1 |
| ITF Macedonia F2 | 2016/06/28 09:25 | Gabriel Donev v Tomislav Jotovski | 4-6,1-6 |
| ITF Macedonia F2 | 2016/06/27 09:10 | Gabriel Donev v Yasha Zemel | 6-7,6-1,6-4 |
| ITF Macedonia F2 | 2016/06/26 14:00 | Gabriel Donev v Milos Nikolic | 6-3,6-4 |
| ITF Macedonia F1 Qual | 2016/06/20 08:00 | Petar Conkic v Gabriel Donev | 6-3,6-4 |
| ITF Bulgaria F1 | 2016/05/21 08:00 | Gabriel Donev v Alexander Lazov | 0-6,4-6 |
| ITF Bulgaria F1 | 2016/05/20 09:25 | Victor Ouvrard v Gabriel Donev | 4-6,2-6 |
| ITF Macedonia F2 | 2016/06/27 10:35 | Petar Conkic v Domagoj Biljesko | 2-6,5-7 |
| ITF Macedonia F1 | 2016/06/22 09:20 | Patrik Fabian v Petar Conkic | 6-4,6-2 |
| ITF Macedonia F1 Qual | 2016/06/20 08:00 | Petar Conkic v Gabriel Donev | 6-3,6-4 |
| ITF Macedonia F1 Qual | 2016/06/19 07:00 | Petar Conkic v Stefan Luckanov | 6-0,6-1 |
| Challenger Poprad Tatry Qual | 2016/06/11 09:00 | Petar Conkic v Isak Arvidsson | 7-5,5-7,4-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/18 08:00 | Petar Conkic v Nino Serdarusic | 6-7,1-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/11 12:35 | Petar Conkic v Tomislav Jotovski | 4-6,0-6 |
| ITF Turkey F17 | 2016/04/27 11:10 | Miliaan Niesten v Petar Conkic | 6-3,6-1 |