| Challenger Prague 2 | 2016/07/24 09:00 | Matej Vocel v Milos Sekulic | 4-6,6-3,7-6 |
| Challenger Prague 2 | 2016/07/23 09:00 | Dominik Recek v Milos Sekulic | 6-7,4-6 |
| Challenger Tampere | 2016/07/19 07:00 | Aleksandr Nedovyesov v Milos Sekulic | 6-1,6-2 |
| Challenger Tampere Qual | 2016/07/17 11:40 | Milos Sekulic v Sami Huurinainen | 6-1,6-2 |
| Challenger Tampere Qual | 2016/07/16 09:00 | Pauli Partinen v Milos Sekulic | 0-6,3-6 |
| ATP Bastad Qual | 2016/07/10 10:00 | Milos Sekulic v Nikola Cacic | 7-6,5-7,4-6 |
| Challenger Bastad Qual | 2016/07/02 14:25 | Milos Sekulic v Hubert Hurkacz | 1-6,6-7 |
| Challenger Bastad Qual | 2016/07/02 10:00 | Milos Sekulic v Karl Friberg | 6-4,6-1 |
| Challenger Meerbusch | 2016/08/17 11:00 | Maximilian Marterer v Yannick Mertens | 6-2,6-4 |
| Challenger Meerbusch | 2016/08/15 15:45 | Alexey Vatutin v Yannick Mertens | 6-1,6-7,3-6 |
| ITF Spain F24 | 2016/08/07 10:30 | Yannick Mertens v Andres Artunedo Martinavarr | 2-6,6-7 |
| ITF Spain F24 | 2016/08/06 18:35 | Yannick Mertens v Viktor Durasovic | 7-5,6-4 |
| ITF Spain F24 | 2016/08/05 15:00 | Yannick Mertens v Javier Pulgar-Garcia | 6-1,6-0 |
| ITF Spain F24 | 2016/08/04 09:00 | Yannick Mertens v Yusuke Watanuki | 6-4,6-4 |
| ITF Spain F24 | 2016/08/02 15:00 | Yannick Mertens v Alejandro O Palacios | 5-7,6-1,6-2 |
| Challenger Segovia | 2016/07/27 11:05 | Yannick Mertens v Luca Vanni | 7-6,0-6,3-6 |