Round: 25 Ground: Clay
| ITF El Salvador F1 | 2016/11/17 00:40 | Marcelo Arevalo v Caio Silva | 6-1,6-4 |
| ITF Costa Rica F1 | 2016/11/09 18:00 | Matias Franco Descotte v Caio Silva | 6-3,6-2 |
| ITF Costa Rica F1 | 2016/11/09 00:00 | Ignaci Roca v Caio Silva | 6-4,6-7,1-6 |
| Australian Open | 2016/10/20 18:15 | Caio Silva v Ricardo Hocevar | 4-6,4-6 |
| 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 |
| ITF El Salvador F1 | 2016/11/15 17:30 | Farzin Danny Amiri v Hector N Irizarry | 6-3,6-1 |
| ITF El Salvador F1 | 2016/11/13 17:30 | Hector N Irizarry v Darryl Hale | 7-5,6-2 |
| ITF Costa Rica F1 | 2016/11/06 15:30 | Aswin Lizen v Hector N Irizarry | 6-3,6-0 |