Round: 25 Ground: Hardcourt outdoor
| ITF Italy F32 | 2016/10/03 08:00 | Milan Drinic v Tim Van Terheijden | 4-6,4-6 |
| ITF Italy F32 | 2016/10/02 07:00 | Milan Drinic v Davide Negrotti | 6-0,6-0 |
| ITF Serbia F8 | 2016/09/20 08:00 | Milan Drinic v Davide Galoppini | 1-6,3-6 |
| ITF Serbia F7 | 2016/09/14 08:00 | Milan Drinic v Michal Schmid | 6-1,1-6,2-6 |
| ITF Hungary F4 | 2016/09/08 11:20 | Zsombor Piros v Milan Drinic | 4-6,7-6,6-1 |
| ITF Hungary F4 | 2016/09/07 09:00 | Milan Drinic v Andre Biro | 6-3,6-1 |
| ITF Serbia F5 | 2016/08/18 10:05 | Milan Drinic v Dejan Katic | 0-6,4-6 |
| ITF Serbia F5 | 2016/08/17 13:45 | Milan Drinic v Bogdan Bajic | 6-3,6-3 |
| ITF Greece F4 | 2016/04/14 07:00 | Charalampos Kapogiannis v Alexandre Muller | 4-6,5-7 |
| ITF Greece F4 | 2016/04/12 10:05 | Charalampos Kapogiannis v Adrian Sikora | 7-5,6-2 |
| ITF Greece F3 | 2016/04/04 07:00 | Charalampos Kapogiannis v Matvey Khomentovskiy | 3-6,6-2,2-6 |
| ITF Greece F3 | 2016/04/03 08:30 | Charalampos Kapogiannis v Melik Feler | 6-2,6-2 |
| ITF Greece F2 | 2016/03/27 09:00 | Christian Sigsgaard v Charalampos Kapogiannis | 6-4,0-6,6-3 |
| ITF Greece F2 | 2016/03/26 07:00 | Vasilios Caripi v Charalampos Kapogiannis | 1-6,0-6 |
| ITF Greece F11 | 2015/11/12 08:30 | Steven Diez v Charalampos Kapogiannis | 6-0,6-1 |
| ITF Greece F11 | 2015/11/11 12:05 | Charalampos Kapogiannis v Fran Zvonimir Zgombic | 0-6,6-3,7-5 |