Round: 25 Ground: Hardcourt outdoor
| ITF Portugal F6 Qual | 2016/05/16 13:00 | Felipe Cunha Silva v Daniel Hobart | 7-5,6-3 |
| 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 Portugal F5 Qual | 2016/05/10 10:00 | Goncalo Falcao v David Redondo Pereira | 6-3,6-2 |
| ITF Portugal F5 Qual | 2016/05/09 10:00 | David Redondo Pereira v Manuel Almeida | 6-1,6-3 |
| ITF Spain F11 | 2016/04/24 07:30 | Jose Fco. Vidal Azorin v David Redondo Pereira | 2-6,6-3,6-4 |
| ITF Spain F10 Qual | 2016/04/16 12:00 | David Redondo Pereira v Jorge L-Perez Fuster | 1-6,6-1,1-6 |
| ITF Spain F8 | 2016/04/03 12:30 | David Redondo Pereira v Diego-Jose Manrique-Velazquez | 7-5,3-6,7-5 |
| ITF Portugal F1 | 2016/02/21 10:00 | Thomas Brechemier v David Redondo Pereira | 6-1,6-2 |
| ITF Spain F25 | 2015/08/11 17:00 | Bar Tzuf Botzer v David Redondo Pereira | 6-1,6-1 |
| ITF Portugal F10 | 2015/07/18 11:00 | Santiago Plaza v David Redondo Pereira | 6-1,6-2 |