Round: 26 Ground: Clay
| ITF Macedonia F1 | 2016/06/21 08:50 | Goran Markovic v Milan Drinic | 4-6,4-6 |
| ITF Macedonia F1 Qual | 2016/06/19 14:00 | Milan Drinic v Dante Gennaro | 7-6,2-6,6-4 |
| ITF Macedonia F1 Qual | 2016/06/18 10:00 | Milan Drinic v Thomas Does | 6-0,6-4 |
| ITF Bosnia and Herzegovina F2 | 2016/05/20 09:00 | David Pichler v Milan Drinic | 6-4,7-5 |
| ITF Bosnia and Herzegovina F2 | 2016/05/19 11:05 | Milan Drinic v Filip Veger | 6-1,7-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/18 11:15 | Maciej Nowak v Milan Drinic | 5-7,3-6 |
| ITF Hungary F3 | 2016/05/04 08:00 | Vit Kopriva v Milan Drinic | 6-3,6-3 |
| ITF Hungary F3 Qual | 2016/05/01 08:00 | Nazar Khrustalev v Milan Drinic | 0-6,2-6 |
| ITF Macedonia F1 | 2016/06/21 07:30 | Luka Ilic v Claudio Fortuna | 3-6,3-6 |
| ITF Turkey F23 MD | 2016/06/12 11:30 | Claudio Fortuna v Marc Sieber | 4-6,1-6 |
| ITF Turkey F23 MD | 2016/06/11 11:30 | Yannick Jankovits v Claudio Fortuna | 5-7,4-6 |
| ITF Turkey F23 MD | 2016/06/10 11:30 | Joshua Paris v Claudio Fortuna | 2-6,2-6 |
| ITF Turkey F23 MD | 2016/06/09 10:15 | Thomas Statzberger v Claudio Fortuna | 1-6,2-6 |
| ITF Turkey F23 MD | 2016/06/07 11:30 | Shinnosuke Hiramatsu v Claudio Fortuna | 4-6,0-6 |
| ITF Turkey F22 | 2016/06/03 11:30 | Claudio Fortuna v Marc Sieber | 1-6,2-6 |
| ITF Turkey F22 | 2016/06/02 11:30 | Claudio Fortuna v Aria Harajchi | 6-0,6-4 |