Round: 62 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 Serbia F3 Qual | 2016/07/30 09:30 | Ioannis Stergiou v Aziz Kijametovic | 3-6,3-6 |
| ITF Serbia F2 Qual | 2016/07/25 08:00 | Ioannis Stergiou v Darko Bojanovic | 4-6,2-6 |
| ITF Serbia F2 Qual | 2016/07/24 08:00 | Ioannis Stergiou v Philip Sikman | 6-4,6-4 |
| ITF Serbia F2 Qual | 2016/07/23 09:30 | Ioannis Stergiou v Shinnosuke Hiramatsu | 6-2,6-3 |
| ITF Serbia F1 Qual | 2016/07/19 09:40 | Ioannis Stergiou v Boris Butulija | 4-6,4-6 |
| ITF Serbia F1 Qual | 2016/07/16 07:30 | Ioannis Stergiou v Stefan Petrovic | 6-2,6-3 |
| ITF Greece F5 | 2016/04/17 10:30 | Ioannis Stergiou v Loic Perret | 3-6,7-6,3-6 |
| ITF Greece F5 | 2016/04/16 11:30 | Ioannis Stergiou v Stylianos Perdikogiannis | 6-2,6-3 |