Round: 44 Ground: Hardcourt outdoor
| 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 |
| 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 13:55 | Oakley, Luke v Stoute, Isaac | 3-6,6-1,6-2 |
| ITF Egypt F28 | 2016/10/12 13:30 | Sikora, Adrian v Oakley, Luke | 6-2,7-5 |
| ITF Cyprus F3 Qual | 2016/11/27 10:00 | Demetris Azoides v Alexandros Skorilas | 1-6,2-6 |