Round: 28 Ground: Hardcourt outdoor
| ITF Portugal F10 | 2016/07/29 16:45 | Joao Domingues v Benjamin Hannestad | 2-6,6-7 |
| ITF Portugal F10 | 2016/07/28 08:30 | Benjamin Hannestad v Fran Zvonimir Zgombic | 6-3,6-2 |
| ITF Portugal F10 | 2016/07/26 17:30 | Victor Poncelet v Benjamin Hannestad | 6-2,0-6,2-6 |
| ITF Portugal F10 | 2016/07/25 10:30 | Benjamin Hannestad v Yuri S Netrebin | 6-7,1-6 |
| ITF Portugal F9 | 2016/07/19 08:30 | Benjamin Hannestad v Hugo Voljacques | 1-6,6-7 |
| ITF Portugal F9 | 2016/07/18 12:30 | Benjamin Hannestad v Luke Oakley | 6-3,6-7,6-2 |
| ITF USA F15 Qual | 2016/04/25 15:00 | Eduardo Agustin Torre v Benjamin Hannestad | 2-6,6-3,6-2 |
| ITF USA F15 Qual | 2016/04/24 16:00 | Andrew Ely v Benjamin Hannestad | 1-6,0-6 |
| ITF Portugal F10 | 2016/07/29 08:30 | Nuno Borges v Jonny O'Mara | 1-6,6-1,5-7 |
| ITF Portugal F10 | 2016/07/28 08:30 | Vitalii Shcherba v Jonny O'Mara | 1-6,0-6 |
| ITF Portugal F9 | 2016/07/21 08:30 | Jonny O'Mara v Ben Patael | 6-7,4-6 |
| ITF Portugal F9 | 2016/07/20 08:30 | Jonny O'Mara v Victor Poncelet | 6-4,7-5 |
| ITF Portugal F6 | 2016/05/20 10:00 | Jonny O'Mara v Erik Crepaldi | 4-6,6-4,3-6 |
| ITF Portugal F6 | 2016/05/18 16:30 | Tiago Cacao v Jonny O'Mara | 1-6,0-6 |
| 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 |