Round: 44 Ground: Clay
| ITF - Colômbia F2 | 2016/06/19 15:00 | Roberto Cid Subervi v Juan Montes | 6-3,6-0 |
| ITF - Colômbia F1 | 2016/06/13 16:35 | Juan Montes v Camilo Andres Erazo | 5-7,3-6 |
| ITF - México F5 | 2016/05/29 19:00 | Luis Britto v Juan Montes | 2-6,7-5,6-4 |
| ITF - México F4 | 2016/05/22 16:30 | Rudy Richter v Juan Montes | 7-6,6-2 |
| ITF - México F3 | 2016/05/15 17:30 | Janis Podzus v Juan Montes | 6-7,7-5,6-4 |
| ITF - México F3 | 2016/05/14 17:00 | Rodrigo Garcia v Juan Montes | 2-6,2-6 |
| ITF - México F2 | 2016/05/08 16:00 | Nicholas Reyes v Juan Montes | 7-5,7-5 |
| ITF - Colômbia F8 | 2015/10/27 17:25 | Felipe Mantilla v Juan Montes | 6-1,6-3 |
| ITF - Colômbia F1 | 2016/06/13 15:00 | Juan Jose Mateus Rubiano v Peter Bertran | 1-6,4-6 |
| ITF - México F5 | 2016/05/30 15:30 | Juan Jose Mateus Rubiano v Ian Dempster | 2-6,6-7 |
| ITF - México F4 | 2016/05/22 16:30 | Juan Jose Mateus Rubiano v Alan F R Fierros | 1-6,2-6 |
| ITF - Colômbia F7 | 2015/08/02 15:00 | Carlos A Sepulveda Navarro v Juan Jose Mateus Rubiano | 6-4,6-2 |
| ITF - Colômbia F5 | 2015/07/06 16:00 | Tomas Builes v Juan Jose Mateus Rubiano | 7-6,6-2 |