Round: 62 Ground: Hardcourt outdoor
| ITF Portugal F6 Qual | 2016/05/14 13:00 | Felipe Cunha Silva v Afonso Portugal | 6-4,6-0 |
| ITF Portugal F5 | 2016/05/12 10:30 | Julien Dubail v Felipe Cunha Silva | 6-7,6-2,6-4 |
| ITF Portugal F4 | 2016/05/08 15:30 | Felipe Cunha Silva v Ricardo Ojeda Lara | 0-6,1-6 |
| ITF Portugal F4 | 2016/05/04 13:00 | Felipe Cunha Silva v Goncalo Falcao | 6-4,3-6,6-1 |
| ITF Portugal F4 | 2016/05/02 11:00 | Felipe Cunha Silva v Manuel Almeida | 6-1,6-3 |
| ITF Portugal F4 | 2016/05/01 14:00 | Felipe Cunha Silva v Miguel Semedo | 6-4,6-2 |
| ITF Tunisia F15 | 2016/04/18 08:30 | Fred Gil v Felipe Cunha Silva | 6-0,6-2 |
| ITF Tunisia F15 | 2016/04/17 11:00 | Philip Sikman v Felipe Cunha Silva | 1-6,1-6 |
| ITF Portugal F6 Qual | 2016/05/15 10:00 | Pedro Estevao v Daniel Hobart | 2-6,3-6 |
| ITF Portugal F6 Qual | 2016/05/14 11:30 | Pedro Gabriel Rodrigues v Daniel Hobart | 6-4,2-6,2-6 |
| ITF Portugal F5 Qual | 2016/05/10 13:00 | Nuno Deus v Daniel Hobart | 6-2,6-3 |
| ITF Portugal F4 | 2016/05/03 13:00 | Duarte Vale v Daniel Hobart | 6-2,6-0 |
| ITF Greece F6 | 2016/04/25 11:40 | Yusuke Takahashi v Daniel Hobart | 4-6,7-6,6-3 |
| ITF Greece F6 | 2016/04/24 09:30 | Killian Davanzo v Daniel Hobart | 4-6,1-6 |
| ITF Greece F6 | 2016/04/23 11:30 | Sergiy Sergiienko v Daniel Hobart | 3-6,4-6 |
| ITF Greece F5 | 2016/04/18 10:45 | Pavel Krainik v Daniel Hobart | 6-4,6-3 |