Round: 27 Ground: Hardcourt outdoor
| ITF Portugal F11 | 2016/09/29 09:30 | Maciej Rajski v Peter Bothwell | 6-4,6-2 |
| ITF Portugal F11 | 2016/09/28 09:30 | Yannick Jankovits v Maciej Rajski | 6-2,4-6,4-6 |
| ITF Portugal F11 Qual | 2016/09/26 12:00 | Maciej Rajski v Daniel Batista | 6-2,6-3 |
| ITF Portugal F11 Qual | 2016/09/25 13:00 | Maciej Rajski v Daniel Rodrigues | 6-0,6-1 |
| ITF Serbia F8 | 2016/09/22 08:00 | Cristobal S-Corvalan v Maciej Rajski | 6-2,6-4 |
| ITF Serbia F8 | 2016/09/20 08:00 | Maciej Rajski v Aljaz Jakob Kaplja | 6-0,6-0 |
| ITF Serbia F7 | 2016/09/16 09:00 | Alexandar Lazarov v Maciej Rajski | 1-6,6-4,6-2 |
| ITF Serbia F7 | 2016/09/15 08:00 | Maciej Rajski v Borna Gojo | 6-4,7-6 |
| ITF Portugal F11 | 2016/09/29 09:30 | Miguel Semedo v Maxime Tabatruong | 7-5,1-6,6-4 |
| ITF Portugal F11 | 2016/09/28 13:45 | Miguel Semedo v Diogo Lourenco | 6-2,6-1 |
| ITF Portugal F11 Qual | 2016/09/26 11:30 | Miguel Semedo v Rick Staal | 1-6,6-3,7-5 |
| ITF Portugal F11 Qual | 2016/09/25 11:30 | Miguel Semedo v Manuel Almeida | 6-4,6-1 |
| ITF Egypt F21 | 2016/08/26 16:00 | Marek Jaloviec v Miguel Semedo | 6-4,6-0 |
| ITF Egypt F21 | 2016/08/25 16:50 | Alexander Merino v Miguel Semedo | 2-6,6-7 |
| ITF Egypt F21 | 2016/08/24 16:00 | Miguel Semedo v Mostafa Hatem | 6-2,6-3 |
| ITF Egypt F21 | 2016/08/21 17:30 | Miguel Semedo v Norbert Nagyi | 6-3,6-3 |