Round: 62 Ground: Clay
| ITF Serbia F6 | 2016/09/04 10:00 | Nikolic, Milos v Loviscek, Anze | 6-3,6-1 |
| Serbia F5, Singles | 2016/08/17 08:00 | Nikolic, Milos v Statzberger, Thomas | 3-6,2-6 |
| ITF Serbia F5 Qual | 2016/08/15 10:10 | Nikolic, Milos v Cungu, Rrezart | 1-6,2-6 |
| ITF Serbia F5 Qual | 2016/08/14 10:00 | Nikolic, Milos v Khunarikov, Ruslan | 6-0,6-0 |
| ITF Serbia F3 Qual | 2016/07/30 09:30 | Markovic, Goran v Nikolic, Milos | 7-5,6-4 |
| ITF Serbia F1 Qual | 2016/07/19 08:00 | Timo Stodder v Nikolic, Milos | 6-2,6-2 |
| ITF Serbia F1 Qual | 2016/07/18 08:00 | Radanovic, Goran v Nikolic, Milos | 2-6,6-2,3-6 |
| ITF Macedonia F1 | 2016/07/03 08:00 | Ivan Saveljic v Nikolic, Milos | 2-6,6-7 |
| ITF Serbia F6 | 2016/09/04 10:00 | Khunarikov, Ruslan v Randjelovic, Ivan | 4-6,6-4,3-6 |
| ITF Serbia F4 Qual | 2016/08/07 10:30 | Randjelovic, Ivan v Radanovic, Goran | 2-6,0-6 |
| ITF Serbia F2 Qual | 2016/07/24 10:30 | Randjelovic, Ivan v Bojanovic, Darko | 0-6,1-6 |
| ITF Serbia F1 Qual | 2016/07/16 07:30 | Randjelovic, Ivan v Dabic, Milos | 1-6,2-6 |
| ITF Bosnia and Herzegovina F3 Qual | 2016/05/21 08:00 | Hodor, Samuel v Randjelovic, Ivan | 6-3,6-2 |
| ITF Bosnia and Herzegovina F2 Qual | 2016/05/14 10:00 | Kozielski, Lukasz v Randjelovic, Ivan | 6-3,6-0 |
| Italie F32, Simples | 2016/04/30 08:00 | Randjelovic, Ivan v Vidak, Antun | 4-6,2-6 |
| ITF Serbia F8 | 2015/08/15 14:30 | Nema, Patrik v Randjelovic, Ivan | 6-2,6-2 |