Round: 27 Ground: Hardcourt outdoor
| Challenger Campinas Qual | 2014/09/15 15:10 | Ricardo Hocevar v Caio Silva | 6-0,6-7,7-6 |
| ITF Colombia F6 | 2016/10/19 18:00 | Matias Franco Descotte v Caio Silva | 2-6,0-6 |
| ITF Colombia F6 | 2016/10/17 16:50 | Caio Silva v Daniel Mora | 6-3,7-5 |
| ITF Colombia F5 | 2016/10/11 20:50 | Tomas Barrios Vera v Caio Silva | 6-3,6-4 |
| ITF Colombia F4 | 2016/10/04 15:00 | Jorge Panta v Caio Silva | 6-1,6-4 |
| Challenger Santos | 2016/09/19 14:00 | Renzo Olivo v Caio Silva | 6-1,5-7,6-2 |
| Challenger Santos Qual | 2016/09/18 14:00 | Caio Silva v Filipe Brandao | 7-5,6-3 |
| Challenger Curitiba | 2016/08/31 15:35 | Caio Zampieri v Caio Silva | 7-6,6-2 |
| Challenger Curitiba Qual | 2016/08/28 15:00 | Alex Blumenberg v Caio Silva | 6-4,4-6,2-6 |
| ITF Colombia F6 | 2016/10/19 19:00 | Eduardo Yahir Orozco Rangel v Ricardo Hocevar | 3-6,0-6 |
| ITF Colombia F5 | 2016/10/14 16:20 | Ricardo Hocevar v Daniel Elahi Galan | 1-6,2-6 |
| ITF Colombia F5 | 2016/10/13 14:00 | Oscar Jose Gutierrez v Ricardo Hocevar | 3-6,2-6 |
| 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 |