Round: 44 Ground: Hardcourt outdoor
| ITF Cyprus F2 Qual | 2016/11/20 07:30 | Luke Oakley v Jeremy Gschwendtner | 6-2,6-3 |
| ITF Great Britain F6 | 2016/11/09 16:35 | Luke Oakley v Jonny O'Mara | 3-6,3-6 |
| ITF Great Britain F5 | 2016/11/02 13:30 | Luke Oakley v Frederik Nielsen | 2-6,6-4,2-6 |
| ITF Great Britain F5 | 2016/11/01 14:30 | Mark Whitehouse v Luke Oakley | 6-4,3-6,6-7 |
| ITF Great Britain F4 | 2016/10/27 09:00 | Jonny O'Mara v Luke Oakley | 6-3,6-3 |
| ITF Great Britain F4 | 2016/10/25 13:55 | Luke Oakley v Isaac Stoute | 3-6,6-1,6-2 |
| ITF Egypt F28 | 2016/10/12 13:30 | Adrian Sikora v Luke Oakley | 6-2,7-5 |
| ITF Egypt F28 Qual | 2016/10/10 14:00 | Luke Oakley v Akram El Sallaly | 6-0,6-2 |
| ITF Cyprus F2 Qual | 2016/11/20 10:00 | Thomas Schwencke Lindqvist v Oliver Hudson | 3-6,4-6 |
| ITF Great Britain F6 | 2016/11/09 10:00 | Alastair Gray v Oliver Hudson | 6-1,4-6,6-3 |
| ITF Great Britain F6 | 2016/11/08 11:00 | Oliver Hudson v Isaac Stoute | 6-2,6-4 |
| ITF Great Britain F6 | 2016/11/07 13:30 | Oliver Hudson v Francesco Paschetto | 6-7,6-0,6-3 |
| ITF Great Britain F5 | 2016/10/31 10:00 | Oliver Hudson v Matt Frost | 2-6,6-3,4-6 |
| ITF Great Britain F5 | 2016/10/30 15:00 | Oliver Hudson v Daniel Bennett | 6-3,6-3 |
| ITF Great Britain F4 | 2016/10/23 12:00 | Oliver Hudson v Marcus Walters | 2-6,6-7 |
| ITF Spain F25 | 2016/08/09 09:40 | Oliver Hudson v Alex De Minaur | 3-6,6-7 |