Stadium: CANCHA 2 Round: 46 Ground: Clay
| Challenger Santiago 2 Qual | 2016/10/15 13:40 | Jorge Montero v Nicolas Bruna | 6-1,6-1 |
| ITF Colombia F4 | 2016/10/06 16:30 | Jorge Montero v Ricardo Hocevar | 6-4,3-6,4-6 |
| ITF Colombia F4 | 2016/10/04 18:45 | Felipe Mantilla v Jorge Montero | 0-6,6-4,6-7 |
| Billie Jean King Cup | 2016/09/24 20:20 | Bruno Santanna v Jorge Montero | 6-3,4-6,6-3 |
| Billie Jean King Cup | 2016/09/24 17:50 | Juan Lizariturry v Jorge Montero | 3-6,3-6 |
| ITF Hungary F5 | 2016/09/13 08:00 | Jorge Montero v Jorge L-Perez Fuster | 6-7,3-6 |
| ITF Hungary F4 | 2016/09/11 08:00 | Jorge Montero v Attila Balazs | 2-6,2-6 |
| ITF Hungary F4 | 2016/09/10 09:40 | Jorge Montero v Tomislav Ternar | 6-1,1-6,6-1 |
| Challenger Santiago 2 Qual | 2016/10/15 15:06 | Eduardo Lacalle v Gabriel Alejandro Hidalgo | 0-6,3-6 |
| Challenger Buenos Aires 2 | 2016/10/12 00:30 | Gabriel Alejandro Hidalgo v Leonardo Mayer | 3-6,1-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/10 14:00 | Gabriel Alejandro Hidalgo v Pedro Sakamoto | 4-6,2-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/09 16:10 | Gabriel Alejandro Hidalgo v Franco Ribero | 6-4,6-2 |
| ITF Italy F30 | 2016/09/22 10:25 | Andrea Basso v Gabriel Alejandro Hidalgo | 6-3,7-6 |
| ITF Italy F30 | 2016/09/21 12:00 | Santiago Maresca v Gabriel Alejandro Hidalgo | 1-6,2-6 |
| ITF Italy F30 | 2016/09/20 10:00 | Luca Giacomini v Gabriel Alejandro Hidalgo | 6-4,2-6,4-6 |
| ITF Italy F29 | 2016/09/17 08:30 | Jacopo Stefanini v Gabriel Alejandro Hidalgo | 6-2,6-2 |