Round: 45 Ground: Hardcourt indoor
| Challenger Banja Luka | 2016/09/12 09:00 | Dennis Novak v Cacic, Nikola | 6-4,6-4 |
| ITF Serbia F4 | 2016/08/13 11:55 | Cacic, Nikola v Stefano Travaglia | 1-6,6-7 |
| ITF Serbia F4 | 2016/08/12 10:10 | Cacic, Nikola v Milan Drinic | 0-6,6-4,6-3 |
| ITF Serbia F4 | 2016/08/11 11:15 | Cacic, Nikola v Markovic, Goran | 3-6,6-4,6-4 |
| ITF Serbia F4 | 2016/08/10 07:30 | Cacic, Nikola v Hirschmueller, Christian | 2-6,7-5,6-3 |
| ITF Serbia F3 | 2016/08/02 08:00 | Cacic, Nikola v Andre Biro | 1-6,5-7 |
| Umag, Croatia | 2016/07/20 15:30 | Cacic, Nikola v Chardy, Jérémy | 2-6,0-6 |
| Umag, Croatia | 2016/07/18 15:30 | Bedene, Aljaz v Cacic, Nikola | 7-5,4-6,4-6 |
| Challenger Szczecin | 2016/09/13 13:50 | Stefano Napolitano v Mertl, Jan | 4-6,6-3,6-2 |
| Challenger Seville | 2016/09/06 09:00 | Mertl, Jan v Martin, Andrej | 5-7,3-6 |
| Challenger Manerbio | 2016/08/23 13:05 | Mertl, Jan v Taro Daniel | 6-7,2-6 |
| Challenger Prague 2 | 2016/07/25 09:00 | Mertl, Jan v Giraldo, Santiago | 5-7,6-7 |
| ATP Hamburg Qual | 2016/07/10 10:00 | Daniil Medvedev v Mertl, Jan | 6-4,6-2 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Ortega-Olmedo, Roberto v Mertl, Jan | 4-6,2-6 |
| ITF Czech Republic F4 | 2016/06/30 13:30 | Zdenek Kolar v Mertl, Jan | 7-5,6-2 |
| ITF Czech Republic F4 | 2016/06/29 10:30 | Sorgi, Joao Pedro v Mertl, Jan | 1-6,4-6 |