Round: 25 Ground: Clay
| ITF Serbia F3 | 2016/08/02 08:00 | Nikola Cacic v Andre Biro | 1-6,5-7 |
| ATP Umag | 2016/07/20 15:30 | Nikola Cacic v Jeremy Chardy | 2-6,0-6 |
| ATP Umag | 2016/07/18 15:30 | Aljaz Bedene v Nikola Cacic | 7-5,4-6,4-6 |
| ATP Umag Qual | 2016/07/17 09:00 | Nikola Cacic v Michal Konecny | 6-3,6-2 |
| ATP Bastad Qual | 2016/07/11 09:00 | Nikola Cacic v Calvin Hemery | 1-6,2-6 |
| ATP Bastad Qual | 2016/07/10 10:00 | Milos Sekulic v Nikola Cacic | 7-6,5-7,4-6 |
| 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 Serbia F3 | 2016/08/03 11:20 | Christian Hirschmueller v Christopher O'Connell | 2-6,3-6 |
| ITF Macedonia F2 | 2016/06/28 08:45 | Christian Hirschmueller v Richard Gabb | 1-6,4-6 |
| ITF Macedonia F2 | 2016/06/27 08:45 | Christian Hirschmueller v Goran Markovic | 6-1,6-2 |
| ITF Macedonia F2 | 2016/06/26 12:00 | Christian Hirschmueller v Strahinja Rakic | 6-4,6-1 |
| ITF Macedonia F1 Qual | 2016/06/20 08:00 | Christian Hirschmueller v Giorgio Ricca | 3-6,3-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/18 10:25 | Christian Hirschmueller v Filip Veger | 6-7,4-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/10 09:25 | Marko Stosic v Christian Hirschmueller | 6-4,5-7,7-5 |
| ITF Turkey F17 | 2016/04/24 08:00 | Christian Hirschmueller v Polat Gulcur | 6-2,6-1 |