Round: 25 Ground: Clay
| 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 Serbia F4 | 2016/08/09 09:10 | Milan Drinic v Antonio Massara | 1-6,6-3,7-6 |
| ITF Serbia F3 | 2016/08/04 11:10 | Milan Drinic v Christopher O'Connell | 3-6,6-2,0-6 |
| ITF Serbia F7 | 2016/09/16 09:00 | Lorenzo Giustino v Davide Galoppini | 6-1,6-2 |
| ITF Serbia F7 | 2016/09/14 08:00 | Davide Galoppini v Teodor-Dacian Craciun | 4-6,6-3,6-2 |
| ITF Serbia F6 | 2016/09/09 09:25 | Davide Galoppini v Ljubomir Celebic | 0-6,2-6 |
| ITF Serbia F6 | 2016/09/08 07:45 | Davide Galoppini v Shunsuke Wakita | 6-3,6-1 |
| ITF Serbia F6 | 2016/09/06 09:35 | Davide Galoppini v Goran Markovic | 6-7,7-6,6-4 |
| Challenger Como Qual | 2016/08/28 08:00 | Andrea Vavassori v Davide Galoppini | 6-4,7-5 |
| Challenger Como Qual | 2016/08/27 13:00 | Davide Galoppini v Tsung-Hua Yang | 6-2,6-1 |
| ITF Italy F26 | 2016/08/24 19:40 | Davide Galoppini v Frederik Nielsen | 3-6,6-4,2-6 |