Round: 28 Ground: Clay
| ITF Spain F26 | 2016/08/18 15:10 | Marti, Javier v Monteiro, Joao | 6-4,2-6,1-6 |
| ITF Spain F26 | 2016/08/17 13:00 | Monteiro, Joao v Esteve Lobato, Eduard | 3-6,6-3,7-6 |
| ITF Spain F26 | 2016/08/15 14:00 | Deus, Nuno v Monteiro, Joao | 6-4,0-6,1-6 |
| ITF Portugal F9 | 2016/07/22 09:00 | Patael, Ben v Monteiro, Joao | 6-7,7-5,6-4 |
| ITF Portugal F9 | 2016/07/21 17:10 | Ouvrard, Victor v Monteiro, Joao | 3-6,6-4,1-6 |
| ITF Portugal F9 | 2016/07/20 15:35 | Monteiro, Joao v Crepatte, Baptiste | 7-6,6-4 |
| ITF Portugal F8 | 2016/07/17 10:00 | Hugo Grenier v Monteiro, Joao | 3-6,2-6 |
| ITF Portugal F8 | 2016/07/16 11:30 | Monteiro, Joao v Gil, Fred | 6-2,3-6,7-6 |
| ITF Spain F26 | 2016/08/18 14:20 | Brizzi, Alberto v Sanz Llopis, Aitor | 6-1,6-0 |
| ITF Spain F26 | 2016/08/17 13:00 | Semmler, Miguel v Brizzi, Alberto | 5-7,0-6 |
| ITF Latvia F1 | 2016/08/02 07:00 | Fortuna, Claudio v Brizzi, Alberto | 6-3,6-3 |
| ITF Estonia F1 | 2016/07/29 22:00 | Brizzi, Alberto v Libietis, Mikelis | 6-7,6-7 |
| ITF Estonia F1 | 2016/07/28 22:00 | Grigelis, Laurynas v Brizzi, Alberto | 4-6,6-7 |
| ITF Estonia F1 | 2016/07/27 22:00 | Fortuna, Claudio v Brizzi, Alberto | 4-6,1-6 |
| ITF Estonia F1 | 2016/07/26 22:00 | Brizzi, Alberto v Alexander Vasilenko | 6-4,6-2 |
| ITF Estonia F1 | 2016/07/24 22:00 | Dembek, Michal v Brizzi, Alberto | 2-6,2-6 |