Round: 25 Ground: Hardcourt outdoor
| ITF Colombia F5 | 2016/10/12 16:20 | Oscar Jose Gutierrez v Juan Montes | 6-2,6-1 |
| ITF Colombia F8 Qual | 2016/11/21 17:15 | Juan Montes v Jeff Guerrero | 6-3,6-0 |
| ITF Colombia F8 Qual | 2016/11/19 20:00 | Juan Montes v Pedro Uribe | 6-3,6-2 |
| ITF Colombia F7 | 2016/11/15 17:05 | Juan Montes v Alejandro Gomez | 3-6,2-6 |
| ITF Colombia F7 | 2016/11/14 16:00 | Juan Montes v Jose Rene Mejia | 6-2,6-4 |
| Challenger Bogota Qual | 2016/11/05 21:05 | Juan Montes v Gonzalo Escobar | 3-6,3-6 |
| ITF Colombia F6 | 2016/10/18 15:00 | Wilson Leite v Juan Montes | 7-5,6-4 |
| ITF Colombia F6 | 2016/10/15 16:00 | Juan Montes v Gabriel Sanchez | 6-0,6-0 |
| ITF Colombia F5 | 2016/10/12 16:20 | Oscar Jose Gutierrez v Juan Montes | 6-2,6-1 |
| ITF Colombia F7 | 2016/11/18 15:00 | Juan Pablo Varillas v Oscar Jose Gutierrez | 2-6,6-3,6-4 |
| ITF Colombia F7 | 2016/11/17 15:00 | Oscar Jose Gutierrez v Carlos Salamanca | 5-7,6-3,6-1 |
| ITF Colombia F7 | 2016/11/16 15:00 | Oscar Jose Gutierrez v Camilo Andres Erazo | 6-1,6-2 |
| ITF Colombia F7 | 2016/11/15 15:00 | Oscar Jose Gutierrez v Daniel Salazar | 6-1,6-3 |
| Challenger Bogota Qual | 2016/11/05 21:00 | Tomas Barrios Vera v Oscar Jose Gutierrez | 6-4,7-6 |
| Challenger Bogota Qual | 2016/11/05 15:00 | Mark Vervoort v Oscar Jose Gutierrez | 3-6,6-7 |
| ITF Colombia F6 | 2016/10/18 15:00 | Oscar Jose Gutierrez v Michel Vernier | 3-6,6-2,4-6 |
| ITF Colombia F5 | 2016/10/13 14:00 | Oscar Jose Gutierrez v Ricardo Hocevar | 3-6,2-6 |