Round: 25 Ground: Clay
| 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 |