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