Round: 27 Ground: Hardcourt indoor
| ITF Great Britain F4 | 2016/10/27 09:00 | O'Mara, Jonny v Oakley, Luke | 6-3,6-3 |
| ITF Great Britain F4 | 2016/10/25 12:45 | O'Mara, Jonny v Johnson, Luke | 6-2,6-2 |
| ITF Portugal F10 | 2016/07/31 09:30 | O'Mara, Jonny v Ocleppo, Julian | 3-6,7-5,7-6 |
| 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 Great Britain F4 | 2016/10/27 13:35 | Alastair Gray v Ewan Moore | 1-6,6-2,4-6 |
| ITF Great Britain F4 | 2016/10/25 09:00 | Ewan Moore v Daniel Cox | 6-4,6-7,6-4 |
| ITF Poland F5 Qual | 2016/08/14 08:00 | Ewan Moore v Nazaruk, Dominik | 6-3,6-7,3-6 |
| ITF Belarus F1 | 2016/08/09 07:00 | Paris, Joshua v Ewan Moore | 6-3,6-0 |
| ITF Belarus F1 Qual | 2016/08/08 07:00 | Kryvoy, Yuriy v Ewan Moore | 5-7,3-6 |
| ITF Belarus F1 Qual | 2016/08/07 07:00 | Tarasevicius, Tadas v Ewan Moore | 5-7,2-6 |
| ITF Latvia F1 | 2016/08/03 07:00 | Tyurnev, Evgeny v Ewan Moore | 6-4,6-1 |
| ITF Latvia F1 | 2016/08/02 07:00 | Ewan Moore v Zbroja, Piotr | 6-1,6-3 |