Round: 44 Ground: Clay
| 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 Cali 2 Qual | 2016/07/03 14:30 | Jorge Panta v Juan Montes | 6-7,6-3,6-2 |
| ITF Colombia F3 Qual | 2016/06/27 17:10 | Luis Patino v Juan Montes | 6-1,4-6,6-3 |
| ITF Colombia F3 Qual | 2016/06/26 15:30 | Juan Montes v Juan Jose Mateus Rubiano | 6-3,6-1 |
| ITF Colombia F2 | 2016/06/19 15:00 | Roberto Cid Subervi v Juan Montes | 6-3,6-0 |
| ITF Colombia F1 | 2016/06/13 16:35 | Juan Montes v Camilo Andres Erazo | 5-7,3-6 |
| ITF Mexico F5 | 2016/05/29 19:00 | Luis Britto v Juan Montes | 2-6,7-5,6-4 |
| ITF Colombia F5 | 2016/10/09 13:30 | Pedro Uribe v Barlaham Zuluaga Gaviria | 6-2,1-6,1-6 |
| ITF Colombia F4 | 2016/10/04 14:00 | Barlaham Zuluaga Gaviria v Camilo Andres Erazo | 3-6,1-6 |
| ITF Colombia F4 | 2016/10/03 19:00 | Javier Nunez v Barlaham Zuluaga Gaviria | 5-7,2-6 |
| ITF Colombia F3 Qual | 2016/06/26 18:00 | Naoki Nakagawa v Barlaham Zuluaga Gaviria | 7-5,7-6 |
| ITF Colombia F3 Qual | 2016/06/25 18:00 | Barlaham Zuluaga Gaviria v Carlos A Sepulveda Navarro | 6-4,5-7,6-3 |
| ITF Colombia F1 | 2016/06/12 15:00 | Alexander Merino v Barlaham Zuluaga Gaviria | 4-6,3-6 |
| ITF Italy F25 Qual | 2014/07/27 08:00 | Barlaham Zuluaga Gaviria v Ettore Zito | 2-6,2-6 |