Round: 29 Ground: Hardcourt outdoor
| ITF Portugal F10 | 2016/07/30 11:00 | Hannestad, Benjamin v O'Mara, Jonny | 4-6,4-6 |
| ITF Portugal F10 | 2016/07/29 08:30 | Nuno Borges v O'Mara, Jonny | 1-6,6-1,5-7 |
| ITF Portugal F10 | 2016/07/28 08:30 | Shcherba, Vitalii v O'Mara, Jonny | 1-6,0-6 |
| ITF Portugal F9 | 2016/07/21 08:30 | O'Mara, Jonny v Patael, Ben | 6-7,4-6 |
| ITF Portugal F9 | 2016/07/20 08:30 | O'Mara, Jonny v Poncelet, Victor | 6-4,7-5 |
| ITF Portugal F6 | 2016/05/20 10:00 | O'Mara, Jonny v Crepaldi, Erik | 4-6,6-4,3-6 |
| ITF Portugal F6 | 2016/05/18 16:30 | Cacao, Tiago v O'Mara, Jonny | 1-6,0-6 |
| ITF Portugal F5 | 2016/05/12 17:00 | Dubail, Julien v O'Mara, Jonny | 6-1,6-4 |
| ITF Portugal F10 | 2016/07/30 08:30 | Ocleppo, Julian v Gabb, Richard | 6-3,4-6,7-6 |
| ITF Portugal F10 | 2016/07/29 10:50 | Ocleppo, Julian v Jay Clarke | 6-2,6-4 |
| ITF Portugal F10 | 2016/07/28 10:15 | Ocleppo, Julian v Galloway, Robert | 7-6,6-2 |
| ITF Portugal F10 | 2016/07/27 10:00 | Voljacques, Hugo v Ocleppo, Julian | 4-6,2-6 |
| ITF Mozambique F2 | 2016/06/16 08:00 | Ocleppo, Julian v Marc Polmans | 1-6,6-4,4-6 |
| ITF Mozambique F2 | 2016/06/14 11:30 | Hobbs, Roy v Ocleppo, Julian | 1-6,0-6 |
| ITF Mozambique F1 | 2016/06/11 11:30 | Lloyd Harris v Ocleppo, Julian | 6-0,6-0 |
| ITF Mozambique F1 | 2016/06/10 08:00 | Lamble, John v Ocleppo, Julian | 6-7,7-6,3-6 |