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