Stadium: CANCHA 2 Round: 46 Ground: Clay
| Challenger Cali 2 Qual | 2016/07/03 14:30 | Gaston-Arturo Grimolizzi v Jorge Montero | 3-6,1-6 |
| ITF Colombia F3 | 2016/06/28 14:30 | Juan Sebastian Gomez v Jorge Montero | 6-4,6-1 |
| ITF Colombia F2 | 2016/06/21 18:25 | Jorge Montero v Roberto Cid Subervi | 4-6,6-4,5-7 |
| ITF Colombia F1 | 2016/06/13 18:35 | Jorge Montero v Jose Daniel Bendeck | 3-6,2-6 |
| ITF Spain F15 | 2016/05/24 15:30 | Eduardo Struvay v Jorge Montero | 5-7,6-3,6-0 |
| ITF Italy F11 | 2016/05/19 10:35 | Nicola Ghedin v Jorge Montero | 6-1,6-3 |
| ITF Italy F11 | 2016/05/17 15:00 | Julian Ocleppo v Jorge Montero | 6-7,4-6 |
| ITF Portugal F5 | 2016/05/11 19:05 | Jorge Montero v Fred Gil | 6-7,2-6 |
| ITF Romania F13 | 2016/08/16 07:00 | Gabriel Alejandro Hidalgo v Mor Bulis | 5-7,2-6 |
| ITF Brazil F3 | 2016/07/17 13:00 | Gabriel Alejandro Hidalgo v Ricardo Hocevar | 6-3,6-4 |
| ITF Brazil F3 | 2016/07/16 17:00 | Fernando Yamacita v Gabriel Alejandro Hidalgo | 3-6,3-6 |
| ITF Brazil F3 | 2016/07/15 17:00 | Gabriel Alejandro Hidalgo v Federico Nicolas Bertucci | 7-5,6-0 |
| ITF Brazil F3 | 2016/07/14 19:45 | Gabriel Alejandro Hidalgo v Leonardo Civita-Telles | 6-7,6-4,6-4 |
| ITF Brazil F3 | 2016/07/12 13:00 | Gabriel Alejandro Hidalgo v Petr Iamachkine | 6-2,6-1 |
| ITF Brazil F2 | 2016/07/07 19:45 | Tiago Lopes v Gabriel Alejandro Hidalgo | 6-2,6-4 |
| ITF Brazil F2 | 2016/07/05 20:00 | Gustavo De O Cruz v Gabriel Alejandro Hidalgo | 5-7,3-6 |