Round: 27 Ground: Hardcourt indoor
| ITF Great Britain F5 | 2016/11/02 12:00 | O'Mara, Jonny v Alastair Gray | 6-2,6-4 |
| ITF Great Britain F6 | 2016/11/10 10:30 | Clayton, Scott v Alastair Gray | 4-6,3-6 |
| ITF Great Britain F6 | 2016/11/09 10:00 | Alastair Gray v Hudson, Oliver | 6-1,4-6,6-3 |
| ITF Great Britain F5 | 2016/11/02 12:00 | O'Mara, Jonny v Alastair Gray | 6-2,6-4 |
| ITF Great Britain F5 | 2016/11/01 12:25 | Aidan Mchugh v Alastair Gray | 3-6,6-7 |
| 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 | Alastair Gray v Cannell, Joel | 6-2,7-6 |
| ITF Great Britain F6 | 2016/11/10 12:10 | Recci, Mason v O'Mara, Jonny | 5-7,3-6 |
| ITF Great Britain F6 | 2016/11/09 16:35 | Oakley, Luke v O'Mara, Jonny | 3-6,3-6 |
| ITF Great Britain F5 | 2016/11/04 11:00 | Nielsen, Frederik v O'Mara, Jonny | 2-6,6-3,6-4 |
| ITF Great Britain F5 | 2016/11/03 10:30 | O'Mara, Jonny v Grigelis, Laurynas | 6-3,6-3 |
| ITF Great Britain F5 | 2016/11/02 12:00 | O'Mara, Jonny v Alastair Gray | 6-2,6-4 |
| ITF Great Britain F5 | 2016/11/01 14:25 | O'Mara, Jonny v Strachan, Bruce | 6-4,6-1 |
| ITF Great Britain F4 | 2016/10/29 11:20 | Maden, Yannick v O'Mara, Jonny | 6-2,7-6 |
| ITF Great Britain F4 | 2016/10/28 09:00 | O'Mara, Jonny v Ewan Moore | 6-0,7-5 |