| Challenger Bastad Qual | 2016/07/02 14:25 | Milos Sekulic v Hubert Hurkacz | 1-6,6-7 |
| Challenger Bastad Qual | 2016/07/02 10:00 | Milos Sekulic v Karl Friberg | 6-4,6-1 |
| ITF Italy F16 | 2016/06/21 09:00 | Milos Sekulic v Hernan Casanova | 2-6,0-6 |
| ITF Italy F16 Qual | 2016/06/19 10:05 | Milos Sekulic v Ettore Capello | 6-1,6-3 |
| ITF Italy F16 Qual | 2016/06/18 11:45 | Milos Sekulic v Matteo Fortini | 6-2,4-6,6-1 |
| ITF Italy F15 | 2016/06/13 07:30 | Milos Sekulic v Jacopo Stefanini | 7-5,2-6,4-6 |
| ITF Italy F15 | 2016/06/12 07:00 | Milos Sekulic v Marco Furlanetto | 6-4,7-5 |
| ITF Italy F15 | 2016/06/11 07:30 | Milos Sekulic v Francesco Ferrari | 6-3,6-3 |
| ITF Macedonia F1 | 2016/07/07 12:40 | Patrik Fabian v Nikola Cacic | 6-4,6-1 |
| ITF Macedonia F1 | 2016/07/06 12:15 | Shunsuke Wakita v Nikola Cacic | 1-6,2-6 |
| ITF Italy F16 | 2016/06/22 10:30 | Nikola Cacic v Lorenzo Giustino | 6-7,1-6 |
| ITF Italy F16 | 2016/06/20 10:00 | Cristian Carli v Nikola Cacic | 4-6,6-4,1-6 |
| Challenger Perugia Qual | 2016/06/11 12:10 | Nicolas Barrientos v Nikola Cacic | 6-4,6-7,6-3 |
| ITF Italy F32 | 2016/05/18 10:00 | Duje Kekez v Nikola Cacic | 6-0,6-2 |
| ITF Italy F32 | 2016/05/15 09:00 | Peter Nagy v Nikola Cacic | 5-7,4-6 |
| ITF Italy F32 | 2016/05/14 08:00 | Christopher O'Connell v Nikola Cacic | 5-7,4-6 |