Round: 62 Ground: Clay
| ITF Serbia F1 Qual | 2016/07/16 07:30 | Ivan Randjelovic v Milos Dabic | 1-6,2-6 |
| ITF Bosnia and Herzegovina F3 Qual | 2016/05/21 08:00 | Samuel Hodor v Ivan Randjelovic | 6-3,6-2 |
| ITF Bosnia and Herzegovina F2 Qual | 2016/05/14 10:00 | Lukasz Kozielski v Ivan Randjelovic | 6-3,6-0 |
| ITF Italy F32 | 2016/04/30 08:00 | Ivan Randjelovic v Antun Vidak | 4-6,2-6 |
| ITF Serbia F8 | 2015/08/15 14:30 | Patrik Nema v Ivan Randjelovic | 6-2,6-2 |
| ITF Serbia F6 | 2015/07/18 11:00 | Ivan Randjelovic v Luis Diego Chavez Villalpando | 0-6,2-6 |
| ITF Bosnia and Herzegovina F1 Qual | 2014/05/05 12:00 | Ivan Randjelovic v Goran Radanovic | 2-6,6-3,2-6 |
| ITF Serbia F2 Qual | 2016/07/23 12:00 | Antun Vidak v Darko Bojanovic | 6-7,3-6 |
| ITF Serbia F1 Qual | 2016/07/19 08:00 | Manuel Pena Lopez v Darko Bojanovic | 6-3,7-6 |
| ITF Serbia F1 Qual | 2016/07/18 11:20 | Dusan Rajic v Darko Bojanovic | 6-3,4-6,1-6 |
| ITF Austria F2 | 2016/07/09 07:15 | Darko Bojanovic v Charly Zick | 6-4,6-0 |
| ITF Bosnia and Herzegovina F3 | 2016/05/26 12:00 | Darko Bojanovic v Kristijan Mesaros | 1-6,3-6 |
| ITF Bosnia and Herzegovina F3 | 2016/05/24 09:00 | Matteo Herrmann-Zunic v Darko Bojanovic | 5-7,7-6,5-7 |
| ITF Bosnia and Herzegovina F2 | 2016/05/17 10:35 | Darko Bojanovic v Matej Maruscak | 5-7,6-2,2-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/12 11:00 | Nerman Fatic v Darko Bojanovic | 6-4,6-4 |