Round: 25 Ground: Hardcourt outdoor
| ITF Portugal F6 Qual | 2016/05/16 09:00 | Tiago Cacao v Jose Von Hafe Perez | 6-0,6-1 |
| ITF Portugal F6 Qual | 2016/05/14 14:30 | Tiago Cacao v Joao Antonio | 7-5,3-6,6-0 |
| ITF Portugal F5 | 2016/05/10 13:30 | Juan P Canas Garcia v Tiago Cacao | 7-6,6-4 |
| ITF Portugal F4 | 2016/05/08 15:35 | Tiago Cacao v Corentin Denolly | 6-7,5-7 |
| ITF Portugal F4 | 2016/05/04 11:00 | Tiago Cacao v Caio Silva | 6-1,7-6 |
| ITF Portugal F4 | 2016/05/02 15:00 | Tiago Cacao v Alexandre Ribeiro | 3-6,6-4,6-2 |
| ITF Portugal F4 | 2016/05/01 14:00 | Tiago Cacao v Joao Antonio | 6-0,6-3 |
| ITF Portugal F12 | 2015/10/01 15:40 | Nuno Borges v Tiago Cacao | 6-3,6-4 |
| ITF Portugal F5 | 2016/05/12 17:00 | Julien Dubail v Jonny O'Mara | 6-1,6-4 |
| ITF Portugal F5 | 2016/05/12 10:30 | Jonny O'Mara v Scott Clayton | 4-6,6-3,6-3 |
| ITF Portugal F5 Qual | 2016/05/10 10:00 | Jonny O'Mara v Sergio R Pereira | 6-1,6-1 |
| ITF Portugal F5 Qual | 2016/05/09 09:00 | Jonny O'Mara v Jose Von Hafe Perez | 6-1,6-2 |
| ITF Greece F5 | 2016/04/24 07:00 | Jonny O'Mara v Lloyd Glasspool | 3-6,6-4,6-7 |
| ITF Greece F5 | 2016/04/22 07:00 | Mikelis Libietis v Jonny O'Mara | 3-6,5-7 |
| ITF Greece F5 | 2016/04/21 07:00 | Patrik Fabian v Jonny O'Mara | 3-6,6-7 |
| ITF Greece F5 | 2016/04/19 09:10 | Jonny O'Mara v Bradley Mousley | 6-4,6-3 |