Round: 25 Ground: Hardcourt outdoor
| ITF Portugal F6 | 2016/05/19 14:00 | Felipe Cunha Silva v Erik Crepaldi | 2-6,3-6 |
| ITF Portugal F6 | 2016/05/18 15:30 | Felipe Cunha Silva v David Redondo Pereira | 6-3,6-4 |
| 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 F7 Qual | 2016/05/24 09:00 | Catalin-Ionut Gard v Jose-Ricardo Nunes | 6-3,6-3 |
| ITF Portugal F7 Qual | 2016/05/23 09:30 | Joao Graca v Jose-Ricardo Nunes | 1-6,4-6 |
| ITF Portugal F7 Qual | 2016/05/22 10:30 | Manuel Montalvo Hidalgo v Jose-Ricardo Nunes | 1-6,3-6 |
| ITF Portugal F6 Qual | 2016/05/14 16:30 | Marcus Walters v Jose-Ricardo Nunes | 7-6,6-2 |
| ITF Portugal F4 | 2016/05/04 16:30 | Jose-Ricardo Nunes v Ricardo Ojeda Lara | 0-6,2-6 |
| ITF Portugal F4 | 2016/05/02 13:00 | Jose-Ricardo Nunes v Duarte Vale | 0-6,1-6 |
| ITF Portugal F3 | 2016/03/08 18:00 | Carlos Boluda-Purkiss v Jose-Ricardo Nunes | 6-2,6-2 |
| ITF Portugal F2 | 2016/03/02 15:00 | Mike Urbanija v Jose-Ricardo Nunes | 7-5,6-0 |