Round: 26 Ground: Clay
| ITF Chile F6 | 2016/12/06 14:00 | R. Urzua-Rivera v Jorge Montero | 6-7,1-6 |
| ITF Chile F5 | 2016/12/01 17:00 | Jorge Montero v Bastian Malla | 7-5,3-6,0-6 |
| 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 |
| ITF Chile F6 | 2016/12/06 16:00 | Andre Miele v Pedro Sakamoto | 1-6,0-6 |
| ITF Chile F5 | 2016/12/03 18:30 | Pedro Sakamoto v Bastian Malla | 1-6,3-6 |
| ITF Chile F5 | 2016/12/01 19:20 | Pedro Sakamoto v Manuel Pena Lopez | 6-4,6-2 |
| ITF Chile F5 | 2016/11/30 16:45 | Pedro Sakamoto v Federico Moreno | 6-4,6-1 |
| ITF Chile F5 | 2016/11/29 19:28 | Pedro Sakamoto v Mauricio Alvarez-Guzman | 6-3,6-3 |
| ITF Chile F5 | 2016/11/29 19:25 | Pedro Sakamoto v Mauricio A-Guzman | 6-3,6-3 |
| Challenger Montevideo Qual | 2016/11/13 13:30 | Michael Linzer v Pedro Sakamoto | 6-3,6-1 |
| Challenger Montevideo Qual | 2016/11/12 15:40 | Fabiano De Paula v Pedro Sakamoto | 1-6,1-6 |