Round: 26 Ground: Hardcourt outdoor
| 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 F4 | 2016/05/01 14:00 | Felipe Cunha Silva v Miguel Semedo | 6-4,6-2 |
| ITF Portugal F6 | 2016/05/17 12:00 | Jorge Hernando-Ruano v Erik Crepaldi | 6-4,3-6,6-7 |
| ITF Italy F10 | 2016/05/10 13:40 | Luca Tomasetto v Erik Crepaldi | 6-3,6-3 |
| ITF Italy F9 | 2016/05/06 08:30 | Casper Ruud v Erik Crepaldi | 4-6,6-7 |
| ITF Italy F7 | 2016/04/19 12:05 | Erik Crepaldi v Enzo Couacaud | 2-6,1-6 |
| ITF Italy F6 | 2016/04/16 09:00 | Erik Crepaldi v Stefanos Tsitsipas | 3-6,1-6 |
| ITF Italy F6 | 2016/04/15 08:00 | Filippo Leonardi v Erik Crepaldi | 2-6,2-6 |
| ITF Italy F6 | 2016/04/14 11:10 | Erik Crepaldi v Thales Turini | 6-0,6-3 |
| ITF Italy F6 | 2016/04/13 09:25 | Erik Crepaldi v Pietro Rondoni | 7-5,6-4 |