Round: 44 Ground: Clay
| 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 |
| ITF Portugal F9 | 2016/07/17 09:30 | 블란코 구아달루프, 조르지 v Oakley, Luke | 7-6,4-6,3-6 |
| ITF Portugal F9 | 2016/07/16 12:30 | 페르난데즈-에스피날, 카를로스 v Oakley, Luke | 3-6,4-6 |
| ITF Poland F4 Qual | 2016/06/13 08:00 | 페티트, 가브리엘 v Oakley, Luke | 6-2,7-6 |
| ITF Poland F4 Qual | 2016/06/12 08:00 | Oakley, Luke v 보스웰 P, 피터 | 7-6,6-2 |
| ITF Germany F11 | 2016/08/17 12:00 | Czepielewski, Daniel v 헤르테스, 조하네스 | 2-6,3-6 |
| ITF Germany F11 | 2016/08/15 10:00 | 다데드, 단 v Czepielewski, Daniel | 6-2,6-2 |
| ITF Germany F11 | 2016/08/14 12:00 | Czepielewski, Daniel v Nystroem, Patrick | 6-4,2-6,6-4 |
| ITF Germany F11 | 2016/08/14 08:30 | Vrbsky, Jan Simon v Czepielewski, Daniel | 1-6,6-2,4-6 |
| ITF Belgium F5 | 2016/07/12 07:00 | Czepielewski, Daniel v 데 크롬, 미치엘 | 1-6,4-6 |
| ITF Belgium F3 Qual | 2016/06/25 07:00 | Chien, Christopher v Czepielewski, Daniel | 2-6,0-6 |
| ITF Romania F5 | 2016/06/05 16:00 | Czepielewski, Daniel v Cozma, Daniel | 2-6,1-6 |
| ITF Bosnia and Herzegovina F3 | 2016/05/24 09:00 | Fournerie, Theo v Czepielewski, Daniel | 6-1,6-1 |