Round: 44 Ground: Clay
| ITF Colombia F5 | 2016/10/12 16:20 | Oscar Jose Gutierrez v Juan Montes | 6-2,6-1 |
| ITF Colombia F5 | 2016/10/11 15:00 | Mauricio Alvarez-Guzman v Juan Montes | 2-6,2-6 |
| ITF Colombia F5 | 2016/10/10 15:30 | Juan Montes v Barlaham Zuluaga Gaviria | 6-2,6-4 |
| ITF Colombia F5 | 2016/10/09 16:00 | Beauregard Treyz v Juan Montes | 1-6,0-6 |
| ITF Colombia F4 | 2016/10/04 15:00 | Juan Montes v Sergio Luis H Ramirez | 5-7,5-7 |
| Challenger de Cali 2 - Clasificación | 2016/07/03 14:30 | Jorge Panta v Juan Montes | 6-7,6-3,6-2 |
| ITF Colombia F3 - Clasificación | 2016/06/27 17:10 | Luis Patino v Juan Montes | 6-1,4-6,6-3 |
| ITF Colombia F3 - Clasificación | 2016/06/26 15:30 | Juan Montes v Juan Jose Mateus Rubiano | 6-3,6-1 |
| ITF Colombia F4 | 2016/10/04 14:00 | Lourenco Gasperini v Gabriel Sanchez | 6-1,6-3 |
| ITF Canadá F4 - Clasificación | 2016/06/26 19:00 | Gabriel Sanchez v Lakshit Sood | 2-6,1-6 |
| ITF Canadá F3 - Clasificación | 2016/06/18 17:00 | Gabriel Sanchez v Victor Krustev | 2-6,0-6 |
| ITF México F5 | 2016/05/29 19:00 | Tyler Mercier v Gabriel Sanchez | 6-4,6-2 |
| ITF México F4 | 2016/05/21 17:30 | Gabriel Sanchez v Raul-Isaias Rosas-Zarur | 2-6,1-6 |
| ITF EE. UU. F6 | 2016/01/29 17:30 | Gabriel Sanchez v Anthony Turchi | 0-6,1-6 |