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