Round: 25 Ground: Clay
| ITF Chile F6 | 2014/12/14 17:30 | Montero, Jorge v Pereira, Miguel Fernando | 6-0,6-0 |
| ITF Colombia F8 | 2016/11/22 16:35 | Montero, Jorge v Juan Sebastian Gomez | 4-6,4-6 |
| ITF Colombia F7 | 2016/11/14 17:30 | Montero, Jorge v Juan Sebastian Gomez | 6-4,1-6,2-6 |
| Challenger Guayaquil Qual | 2016/10/29 17:25 | Montero, Jorge v Nicolas Jarry | 5-7,3-6 |
| ITF Ecuador F3 | 2016/10/24 21:50 | Montero, Jorge v Zukas, Matias | 3-6,3-6 |
| Challenger Santiago 2 Qual | 2016/10/16 16:00 | Montero, Jorge v Hidalgo, Gabriel Alejandro | 4-6,6-7 |
| Challenger Santiago 2 Qual | 2016/10/15 13:40 | Montero, Jorge v Nicolas Bruna | 6-1,6-1 |
| ITF Colombia F4 | 2016/10/06 16:30 | Montero, Jorge v Hocevar, Ricardo | 6-4,3-6,4-6 |
| ITF Colombia F4 | 2016/10/04 18:45 | Mantilla, Felipe v Montero, Jorge | 0-6,6-4,6-7 |
| ITF Chile F3 | 2015/04/11 16:00 | Pereira, Miguel Fernando v Nunez, V. | 2-6,1-6 |
| ITF Chile F6 | 2014/12/14 17:30 | Montero, Jorge v Pereira, Miguel Fernando | 6-0,6-0 |
| ITF Chile F6 | 2014/12/13 17:30 | Pereira, Miguel Fernando v Gomez, Patricio | 6-2,6-2 |