Round: 27 Ground: Hardcourt outdoor
| ITF Portugal F8 | 2016/07/14 10:05 | Deus, Nuno v Monteiro, Joao | 6-7,3-6 |
| ITF Portugal F8 | 2016/07/13 14:05 | Monteiro, Joao v Nuno Borges | 7-5,6-2 |
| ITF Portugal F8 Qual | 2016/07/10 10:00 | Monteiro, Joao v Guaita-Pais, Enric | 6-0,6-1 |
| ITF Portugal F9 | 2015/07/11 12:00 | Fermosell, Jaime v Monteiro, Joao | 1-6,6-4,6-4 |
| ITF Portugal F5 | 2014/05/24 10:30 | Monteiro, Joao v Joao Domingues | 6-4,2-6,0-6 |
| ITF Portugal F8 | 2016/07/14 11:30 | Canas Garcia, Juan Pablo v Cacao, Tiago | 2-6,6-3,2-6 |
| ITF Portugal F8 | 2016/07/12 15:35 | Cacao, Tiago v Salisbury, Joe | 6-1,6-2 |
| ITF Spain F18 Qual | 2016/06/18 17:00 | Cacao, Tiago v Alberto Barroso Campos | 1-6,5-7 |
| ITF Spain F17 | 2016/06/15 14:00 | Cacao, Tiago v Vilella Martinez, Mario | 4-6,3-6 |
| ITF Spain F17 Qual | 2016/06/12 07:30 | Cacao, Tiago v Kirk, Owen | 6-3,6-4 |
| ITF Spain F17 Qual | 2016/06/11 08:30 | Cacao, Tiago v Dugo Reyes, Jose Antonio | 6-1,6-4 |
| ITF Portugal F6 | 2016/05/18 16:30 | Cacao, Tiago v O'Mara, Jonny | 1-6,0-6 |
| ITF Portugal F6 Qual | 2016/05/16 09:00 | Cacao, Tiago v von Hafe Perez, Jose | 6-0,6-1 |