Round: 46 Ground: Clay
| 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 Italy F16 | 2016/06/22 10:30 | Nikola Cacic v Lorenzo Giustino | 6-7,1-6 |
| ITF Italy F16 | 2016/06/20 10:00 | Cristian Carli v Nikola Cacic | 4-6,6-4,1-6 |
| Challenger Perugia Qual | 2016/06/11 12:10 | Nicolas Barrientos v Nikola Cacic | 6-4,6-7,6-3 |
| ITF Italy F32 | 2016/05/18 10:00 | Duje Kekez v Nikola Cacic | 6-0,6-2 |
| ATP Umag Qual | 2016/07/16 11:05 | Roko Savin v Michal Konecny | 6-7,5-7 |
| ATP Hamburg Qual | 2016/07/09 10:00 | Daniel Masur v Michal Konecny | 6-3,6-3 |
| ITF Czech Republic F4 | 2016/06/28 10:05 | Michal Konecny v Lorenzo Giustino | 2-6,2-6 |
| ITF Czech Republic F3 | 2016/05/27 08:30 | Michal Franek v Michal Konecny | 6-1,4-6,6-3 |
| ITF Czech Republic F3 | 2016/05/26 08:30 | Vit Kopriva v Michal Konecny | 4-6,6-2,4-6 |
| ATP Geneva Qual | 2016/05/14 12:40 | Cristian Garin v Michal Konecny | 6-2,6-1 |
| ITF Turkey F9 | 2016/03/02 08:00 | Michal Konecny v Tallon Griekspoor | 2-6,6-3,1-6 |
| ITF Turkey F2 | 2016/01/15 09:00 | Altug Celikbilek v Michal Konecny | 6-4,6-4 |