Round: 25 Ground: Clay
| 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 Bulgaria F1 | 2016/05/19 09:15 | Gabriel Donev v Lorenzo Frigerio | 3-6,7-5,6-2 |
| ITF Bulgaria F1 | 2016/05/18 07:30 | Gabriel Donev v Stefan Micov | 4-6,6-0,7-5 |
| ITF Bulgaria F1 | 2015/06/09 09:00 | Eduard Esteve Lobato v Gabriel Donev | 6-1,6-2 |
| ITF Macedonia F1 | 2016/06/22 14:00 | Danilo Petrovic v Tomislav Jotovski | 6-3,7-5 |
| ITF Bosnia and Herzegovina F3 | 2016/05/27 13:00 | Dejan Katic v Tomislav Jotovski | 6-1,7-5 |
| ITF Bosnia and Herzegovina F3 | 2016/05/26 13:00 | Tomislav Jotovski v Duje Kekez | 6-3,3-6,6-1 |
| ITF Bosnia and Herzegovina F2 | 2016/05/20 12:10 | Dejan Katic v Tomislav Jotovski | 4-6,6-4,7-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/19 08:00 | Tomislav Jotovski v Danylo Kalenichenko | 6-2,2-6,7-5 |
| ITF Bosnia and Herzegovina F2 | 2016/05/17 12:05 | Caio Silva v Tomislav Jotovski | 1-6,3-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/14 08:00 | Tomislav Jotovski v Kristijan Mesaros | 5-7,0-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/13 09:00 | David Pichler v Tomislav Jotovski | 6-4,2-6,2-6 |