Round: 27 Ground: Clay
| ITF Colombia F5 | 2016/10/12 16:20 | Oscar Jose Gutierrez v Montes, Juan | 6-2,6-1 |
| ITF Colombia F5 | 2016/10/11 15:40 | Oscar Jose Gutierrez v de Marco, Nicolas | 6-4,6-1 |
| ITF Colombia F4 | 2016/10/06 15:00 | Oscar Jose Gutierrez v Santos, Nicolas | 3-6,7-5,6-7 |
| ITF Colombia F4 | 2016/10/04 21:05 | Juan Sebastian Gomez v Oscar Jose Gutierrez | 3-6,6-4,2-6 |
| Challenger - Santos | 2016/09/19 16:00 | Gonzalez, Maximo v Oscar Jose Gutierrez | 6-1,6-3 |
| Challenger Santos Qual | 2016/09/18 14:00 | Oscar Jose Gutierrez v Santos, Luiz Eduardo | 6-1,6-2 |
| Challenger Curitiba | 2016/08/31 16:50 | Oscar Jose Gutierrez v Ghem, Andre | 2-6,0-6 |
| Challenger Curitiba Qual | 2016/08/28 18:05 | Oscar Jose Gutierrez v Lopes, Tiago | 4-6,6-3,5-4 |
| ITF Colombia F5 | 2016/10/12 14:00 | Cordonnier, Gregorio v Hocevar, Ricardo | 3-6,0-6 |
| ITF Colombia F5 | 2016/10/11 15:15 | Alejandro H Franco v Hocevar, Ricardo | 4-6,6-3,1-6 |
| ITF Colombia F4 | 2016/10/08 15:00 | Daniel Elahi Galan v Hocevar, Ricardo | 6-1,6-2 |
| ITF Colombia F4 | 2016/10/06 16:30 | Montero, Jorge v Hocevar, Ricardo | 6-4,3-6,4-6 |
| ITF Colombia F4 | 2016/10/05 15:00 | Erazo, Camilo Andres v Hocevar, Ricardo | 6-2,1-6,2-6 |
| Challenger Medellin | 2016/09/25 17:15 | Hocevar, Ricardo v Orlando Luz | 6-7,6-4,5-7 |
| Challenger Medellin | 2016/09/24 22:15 | Hocevar, Ricardo v Bendeck, Jose Daniel | 6-3,6-2 |
| Challenger Barranquilla | 2016/09/07 19:55 | Giraldo, Santiago v Hocevar, Ricardo | 6-0,6-2 |