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