Round: 62 Ground: Clay
| 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 F4 | 2016/08/12 10:10 | Nikola Cacic v Milan Drinic | 0-6,6-4,6-3 |
| ITF Italy F32 | 2016/10/02 07:00 | Sasha Supruniuk v Tim Van Terheijden | 3-6,6-7 |
| ITF Italy F32 | 2016/10/01 07:00 | Tim Van Terheijden v Tim Kopinski | 6-4,6-1 |
| Challenger Alphen Qual | 2016/09/04 15:15 | Cedrik-Marcel Stebe v Tim Van Terheijden | 6-3,6-2 |
| Challenger Alphen Qual | 2016/09/04 10:50 | Tim Van Terheijden v Tak Khunn Wang | 6-3,6-0 |
| ITF Netherlands F7 | 2016/09/02 09:30 | Jesse Huta Galung v Tim Van Terheijden | 6-7,6-3,6-2 |
| ITF Netherlands F7 | 2016/09/01 08:30 | Matyas Fuele v Tim Van Terheijden | 2-6,6-7 |
| ITF Netherlands F7 | 2016/08/30 14:20 | Tim Van Terheijden v Jelle Sels | 6-3,6-0 |
| ITF Netherlands F7 | 2016/08/28 10:00 | Tim Van Terheijden v Tim Van Der Horst | 6-7,6-1,6-1 |