Round: 28 Ground: Clay
| Challenger Medellin | 2016/09/29 21:20 | Alejandro Falla v Caio Zampieri | 6-7,7-6,2-6 |
| Challenger Medellin | 2016/09/28 23:00 | Caio Zampieri v Alejandro Gonzalez | 7-5,6-4 |
| ITF Women Las Vegas Qual | 2016/09/26 18:20 | Caio Zampieri v Christian Lindell | 6-3,6-3 |
| Challenger Curitiba | 2016/09/01 17:15 | Ruben R. Hidalgo v Caio Zampieri | 6-3,6-1 |
| Challenger Curitiba | 2016/08/31 15:35 | Caio Zampieri v Caio Silva | 7-6,6-2 |
| ITF Germany F8 | 2016/07/20 09:00 | Daniel Masur v Caio Zampieri | 5-7,6-4,7-5 |
| ITF France F12 | 2016/07/02 12:00 | Caio Zampieri v Constant Lestienne | 3-6,4-6 |
| ITF France F12 | 2016/07/01 08:30 | Caio Zampieri v Florent Diep | 7-6,6-1 |
| Challenger Medellin | 2016/09/29 17:00 | Rogerio Dutra Silva v Eduardo Struvay | 6-7,6-3,6-2 |
| Challenger Medellin | 2016/09/28 17:35 | Rogerio Dutra Silva v Facundo Mena | 7-6,4-6,6-2 |
| Challenger Medellin | 2016/09/27 16:00 | Rogerio Dutra Silva v Bruno Santanna | 6-4,6-1 |
| Challenger Santos | 2016/09/23 19:15 | Maximo Gonzalez v Rogerio Dutra Silva | 6-2,6-2 |
| Challenger Santos | 2016/09/21 22:00 | Joao Pedro Sorgi v Rogerio Dutra Silva | 5-7,3-6 |
| Challenger Santos | 2016/09/20 19:00 | Bastian Malla v Rogerio Dutra Silva | 4-6,6-4,1-6 |
| Challenger Barranquilla | 2016/09/11 20:30 | Diego Schwartzman v Rogerio Dutra Silva | 6-4,6-1 |
| Challenger Barranquilla | 2016/09/10 21:00 | Rogerio Dutra Silva v Maximo Gonzalez | 6-3,6-1 |