Round: 25 Ground: Hardcourt outdoor
| ITF Chile F5 | 2016/11/30 15:00 | Facundo Juarez v Jorge Montero | 6-7,3-6 |
| ITF Chile F5 | 2016/11/28 16:30 | Jorge Montero v Miguel Fernando Pereira | 6-4,6-2 |
| ITF Colombia F8 | 2016/11/22 16:35 | Jorge Montero v Juan Sebastian Gomez | 4-6,4-6 |
| ITF Colombia F7 | 2016/11/14 17:30 | Jorge Montero v Juan Sebastian Gomez | 6-4,1-6,2-6 |
| Challenger Guayaquil Qual | 2016/10/29 17:25 | Jorge Montero v Nicolas Jarry | 5-7,3-6 |
| ITF Ecuador F3 | 2016/10/24 21:50 | Jorge Montero v Matias Zukas | 3-6,3-6 |
| Challenger Santiago 2 Qual | 2016/10/16 16:00 | Jorge Montero v Gabriel Alejandro Hidalgo | 4-6,6-7 |
| Challenger Santiago 2 Qual | 2016/10/15 13:40 | Jorge Montero v Nicolas Bruna | 6-1,6-1 |
| ITF Estonia F4 | 2016/11/07 23:00 | Vladimir Ivanov v Milos Sekulic | 3-6,7-5,7-6 |
| ITF Estonia F3 | 2016/10/31 09:00 | Milos Sekulic v Karol Beck | 2-6,1-6 |
| ITF Sweden F5 | 2016/10/04 12:00 | Milos Sekulic v Edward Corrie | 3-6,3-6 |
| ITF Sweden F4 | 2016/09/28 08:00 | Christopher O'Connell v Milos Sekulic | 4-6,7-6,6-0 |
| ITF Sweden F4 | 2016/09/27 09:00 | Fred Simonsson v Milos Sekulic | 6-2,1-6,1-6 |
| ITF Russia F7 | 2016/08/31 08:00 | Milos Sekulic v Yannick Mertens | 4-6,1-6 |
| ITF Russia F7 | 2016/08/30 10:15 | Milos Sekulic v Stanislav Skobelev | 7-5,6-0 |
| Challenger Prague 2 | 2016/07/24 09:00 | Matej Vocel v Milos Sekulic | 4-6,6-3,7-6 |