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 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 Georgia F2 | 2016/08/04 06:00 | Lukas Mugevicius v Caio Silva | 6-1,6-3 |
| ITF Georgia F2 | 2016/08/02 07:30 | Michael Avetisyan v Caio Silva | 0-6,0-6 |
| ITF Georgia F1 | 2016/07/27 09:10 | George Tsivadze v Caio Silva | 4-6,6-1,6-4 |
| 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 |
| Challenger Curitiba | 2016/08/31 14:00 | Ricardo Hocevar v Bruno Santanna | 6-7,3-6 |
| ITF Brazil F4 | 2016/07/22 15:05 | Ricardo Hocevar v Leonardo Civita-Telles | 4-6,4-6 |
| ITF Brazil F4 | 2016/07/21 14:00 | Ricardo Hocevar v Alan Kohen | 6-2,6-1 |
| ITF Brazil F4 | 2016/07/19 14:25 | Ricardo Hocevar v Federico Nicolas Bertucci | 7-6,6-2 |
| ITF Brazil F3 | 2016/07/17 13:00 | Gabriel Alejandro Hidalgo v Ricardo Hocevar | 6-3,6-4 |