Round: 44 Ground: Clay
| ITF Serbia F6 | 2016/09/07 10:15 | Gabriel Donev v Rrezart Cungu | 6-1,6-2 |
| ITF Serbia F4 | 2016/08/09 08:00 | Gabriel Donev v Ljubomir Celebic | 0-6,0-6 |
| ITF Serbia F3 | 2016/08/03 08:00 | Gabriel Donev v Petar Conkic | 2-6,6-3,2-6 |
| 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 Netherlands F5 | 2016/08/17 11:15 | Niels Lootsma v Tomas Charlos | 7-5,6-3 |
| ITF Netherlands F5 | 2016/08/15 09:00 | Tomas Charlos v Joris Bodin | 6-2,7-5 |
| ITF Netherlands F5 | 2016/08/14 08:00 | Tomas Charlos v Nicolas Dvorak | 4-6,6-2,7-5 |
| ITF Germany F9 | 2016/08/01 08:00 | Tomas Charlos v Marek Flinner | 6-2,6-1 |
| ITF Germany F9 | 2016/08/01 08:00 | Tomas Charlos v Yannick Stephan Born | 6-4,3-6,3-6 |
| ITF Germany F4 | 2016/06/18 08:00 | Simon Navarro v Tomas Charlos | 6-1,7-5 |
| ITF Turkey F47 Qual | 2015/11/21 07:00 | Robin Lang v Tomas Charlos | 6-2,6-1 |
| ITF Italy F32 Qual | 2015/10/17 10:30 | Tomas Charlos v Benjamin Loccisano | 4-6,1-6 |