Round: 25 Ground: Clay
| Egypt F27, Singles Qualifying | 2016/10/03 16:00 | Oakley, Luke v Syromolotov Netrebin, Yuri | 7-5,7-5 |
| ITF Belgium F11 | 2016/08/23 16:20 | Sude, Jakob v Oakley, Luke | 0-6,7-5,7-6 |
| ITF Belgium F11 | 2016/08/22 08:00 | Oakley, Luke v Hess-Olesen, Soren | 6-2,6-3 |
| ITF Belgium F11 | 2016/08/20 13:30 | Oakley, Luke v Czepielewski, Daniel | 7-6,6-4 |
| ITF Belgium F10 | 2016/08/16 09:00 | Griekspoor, Kevin v Oakley, Luke | 6-4,4-6,6-4 |
| ITF Belgium F10 Qual | 2016/08/14 09:00 | Oakley, Luke v Vanhauwe, Robin | 6-3,6-2 |
| ITF Portugal F10 | 2016/07/26 09:45 | Oakley, Luke v Gabb, Richard | 2-6,3-6 |
| ITF Portugal F9 | 2016/07/18 12:30 | Hannestad, Benjamin v Oakley, Luke | 6-3,6-7,6-2 |
| Challenger Sibiu | 2016/09/22 08:00 | Dembek, Michal v Safranek, Vaclav | 6-3,3-6,2-6 |
| Challenger Sibiu | 2016/09/20 12:30 | Miljan Zekic v Dembek, Michal | 4-6,6-3,5-7 |
| ITF Netherlands F7 | 2016/08/29 08:00 | Dembek, Michal v Tabatruong, Maxime | 4-6,5-7 |
| ITF Poland F6 | 2016/08/22 12:00 | Dembek, Michal v Sumit Nagal | 6-4,5-7,0-6 |
| ITF Poland F5 | 2016/08/17 12:05 | Przysiezny, Michal v Dembek, Michal | 6-3,6-4 |
| ITF Estonia F1 | 2016/07/24 22:00 | Dembek, Michal v Brizzi, Alberto | 2-6,2-6 |
| ITF Lithuania F1 | 2016/07/20 08:00 | Fred Simonsson v Dembek, Michal | 4-6,6-4,6-1 |
| ITF Lithuania F1 | 2016/07/18 09:30 | Tadas Babelis v Dembek, Michal | 4-6,4-6 |