Round: 44 Ground: Clay
| ITF Belgium F10 | 2016/08/16 09:00 | Kevin Griekspoor v Luke Oakley | 6-4,4-6,6-4 |
| ITF Belgium F10 Qual | 2016/08/14 09:00 | Luke Oakley v Robin Vanhauwe | 6-3,6-2 |
| ITF Portugal F10 | 2016/07/26 09:45 | Luke Oakley v Richard Gabb | 2-6,3-6 |
| ITF Portugal F9 | 2016/07/18 12:30 | Benjamin Hannestad v Luke Oakley | 6-3,6-7,6-2 |
| ITF Portugal F9 | 2016/07/17 09:30 | Jorge Blanco Guadalupe v Luke Oakley | 7-6,4-6,3-6 |
| ITF Portugal F9 | 2016/07/16 12:30 | Carlos Fernandez-Espinar v Luke Oakley | 3-6,4-6 |
| ITF Poland F4 Qual | 2016/06/13 08:00 | Gabriel Petit v Luke Oakley | 6-2,7-6 |
| ITF Poland F4 Qual | 2016/06/12 08:00 | Luke Oakley v Peter Bothwell | 7-6,6-2 |
| ITF Germany F11 | 2016/08/17 12:00 | Daniel Czepielewski v Johannes Haerteis | 2-6,3-6 |
| ITF Germany F11 | 2016/08/15 10:00 | Dan Added v Daniel Czepielewski | 6-2,6-2 |
| ITF Germany F11 | 2016/08/14 12:00 | Daniel Czepielewski v Patrick Nystroem | 6-4,2-6,6-4 |
| ITF Germany F11 | 2016/08/14 08:30 | Jan Simon Vrbsky v Daniel Czepielewski | 1-6,6-2,4-6 |
| ITF Belgium F5 | 2016/07/12 07:00 | Daniel Czepielewski v Michiel de Krom | 1-6,4-6 |
| ITF Belgium F3 Qual | 2016/06/25 07:00 | Christopher Chien v Daniel Czepielewski | 2-6,0-6 |
| ITF Romania F5 | 2016/06/05 16:00 | Daniel Czepielewski v Daniel Cozma | 2-6,1-6 |
| ITF Bosnia and Herzegovina F3 | 2016/05/24 09:00 | Theo Fournerie v Daniel Czepielewski | 6-1,6-1 |