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