Round: 25 Ground: Clay
| Challenger Ortisei Qual | 2016/11/06 11:50 | Luca Pancaldi v Nikola Cacic | 5-7,7-5,6-4 |
| Challenger Ortisei Qual | 2016/11/05 15:50 | Michael Kerschbaumer v Nikola Cacic | 4-6,2-6 |
| ITF Chinese Taipei F3 | 2016/10/25 02:00 | Nikola Cacic v Max Wennakoski | 3-6,1-6 |
| ITF Chinese Taipei F2 | 2016/10/18 02:00 | Nikola Cacic v Jumpei Yamasaki | 4-6,4-6 |
| Challenger Ho Chi Minh City Qual | 2016/10/09 10:05 | Yunseong Chung v Nikola Cacic | 7-6,7-6 |
| ATP St Petersburg Qual | 2016/09/18 10:45 | Nikola Cacic v Jan Mertl | 4-6,3-6 |
| Challenger Banja Luka | 2016/09/12 09:00 | Dennis Novak v Nikola Cacic | 6-4,6-4 |
| ITF Serbia F4 | 2016/08/13 11:55 | Nikola Cacic v Stefano Travaglia | 1-6,6-7 |
| ITF Tunisia F29 | 2016/10/26 10:20 | Miguel Semmler v Fred Gil | 4-6,6-3,1-6 |
| ITF Spain F33 | 2016/10/14 10:00 | Miguel Semmler v Andres Artunedo Martinavarr | 6-2,6-7,1-6 |
| ITF Spain F33 | 2016/10/13 08:30 | Miguel Semmler v Jorge Hernando-Ruano | 6-1,7-6 |
| ITF Spain F33 | 2016/10/11 10:55 | Miguel Semmler v Jorge L-Perez Fuster | 6-1,6-1 |
| ITF Portugal F12 | 2016/10/07 09:15 | Miguel Semmler v Laslo Urrutia Fuentes | 6-7,7-6,1-6 |
| ITF Portugal F12 | 2016/10/06 09:15 | Lorenzo Giustino v Miguel Semmler | 2-6,6-1,5-7 |
| ITF Portugal F12 | 2016/10/05 09:15 | Goncalo Oliveira v Miguel Semmler | 2-6,6-7 |
| ITF Spain F32 | 2016/09/28 15:30 | Miguel Semmler v Pedro Cachin | 1-6,0-6 |