Round: 44 Ground: Clay
| 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 Hungary F1 Qual | 2016/04/17 08:00 | Milan Drinic v Alexander Erler | 6-2,5-7,0-6 |
| ITF Greece F3 | 2016/04/06 10:50 | Milan Drinic v Adrian Sikora | 6-7,1-6 |
| ITF France F10 | 2016/06/14 08:00 | Dante Gennaro v Maxime Hamou | 3-6,4-6 |
| ITF Spain F16 Qual | 2016/06/04 09:00 | Dante Gennaro v Jose Antonio Dugo Reyes | 3-6,6-3,3-6 |
| ITF Spain F15 Qual | 2016/05/21 10:00 | Dante Gennaro v Quim Sorni Chavarria | 3-6,6-7 |
| ITF Spain F14 | 2016/05/17 12:05 | Jaume Pla Malfeito v Dante Gennaro | 6-3,6-3 |
| ITF Spain F14 Qual | 2016/05/16 08:00 | Dante Gennaro v Tadas Babelis | 6-2,5-7,6-4 |
| ITF Spain F14 Qual | 2016/05/15 08:00 | Dante Gennaro v Mauricio A-Guzman | 6-4,6-1 |
| ITF Spain F14 Qual | 2016/05/14 07:00 | Dante Gennaro v Rafael Mazon-Hernandez | 7-6,7-5 |
| ITF Spain F13 | 2016/05/11 10:30 | Dante Gennaro v Ryota Tanuma | 7-5,6-7,1-6 |