Round: 25 Ground: Hardcourt indoor
| ITF Great Britain F6 | 2016/11/09 16:35 | Oakley, Luke v O'Mara, Jonny | 3-6,3-6 |
| ITF Great Britain F4 | 2016/10/27 09:00 | O'Mara, Jonny v Oakley, Luke | 6-3,6-3 |
| ITF Qatar F6 | 2016/12/12 23:00 | AL Awadhi, Omar v O'Mara, Jonny | 1-6,2-6 |
| ITF Qatar F4 | 2016/12/03 12:51 | O'Mara, Jonny v Daniel Altmaier | 5-7,3-6 |
| ITF Qatar F4 | 2016/12/02 23:00 | O'Mara, Jonny v Daniel Altmaier | 5-7,3-6 |
| ITF Qatar F4 | 2016/12/01 23:00 | O'Mara, Jonny v Cutuli, Domenico | 6-1,6-2 |
| ITF Qatar F4 | 2016/11/30 23:00 | Ramkumar Ramanathan v O'Mara, Jonny | 7-5,2-6,5-7 |
| ITF Qatar F4 | 2016/11/30 12:10 | Borsos, Gabor v O'Mara, Jonny | 1-6,2-6 |
| ITF Qatar F4 | 2016/11/27 23:00 | Ulises Blanch v O'Mara, Jonny | 6-7,2-6 |
| ITF Great Britain F6 | 2016/11/11 11:00 | Alastair Gray v O'Mara, Jonny | 6-3,6-4 |
| ITF Cyprus F3 | 2016/12/02 06:30 | Avidzba, Alen v Oakley, Luke | 7-6,7-6 |
| ITF Cyprus F3 | 2016/11/30 12:20 | Avidzba, Alen v Oakley, Luke | 7-6,1-1 |
| ITF Cyprus F3 Qual | 2016/11/28 08:00 | Oakley, Luke v Alexandros Skorilas | 6-3,6-2 |
| ITF Cyprus F2 Qual | 2016/11/21 09:55 | Oakley, Luke v Hudson, Oliver | 6-3,6-7,6-7 |
| ITF Cyprus F2 Qual | 2016/11/20 07:30 | Oakley, Luke v Jeremy Gschwendtner | 6-2,6-3 |
| ITF Great Britain F6 | 2016/11/09 16:35 | Oakley, Luke v O'Mara, Jonny | 3-6,3-6 |
| ITF Great Britain F5 | 2016/11/02 13:30 | Oakley, Luke v Nielsen, Frederik | 2-6,6-4,2-6 |
| ITF Great Britain F5 | 2016/11/01 14:30 | Mark Whitehouse v Oakley, Luke | 6-4,3-6,6-7 |