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