Round: 60 Ground: Clay
| ITF USA F30 | 2016/09/27 16:00 | Nick Chappell v Evan Zhu | 6-1,6-7,5-7 |
| ITF USA F29 | 2016/09/22 20:00 | Nick Chappell v Lucas Gomez | 2-6,6-0,4-6 |
| ITF USA F29 | 2016/09/20 17:00 | Elmar Ejupovic v Nick Chappell | 2-6,6-7 |
| ITF Egypt F22 | 2016/09/01 18:30 | Bernardo Saraiva v Nick Chappell | 6-2,6-2 |
| ITF Egypt F22 | 2016/08/31 19:55 | Ksawery Pociej v Nick Chappell | 4-6,0-6 |
| ITF Egypt F22 | 2016/08/29 16:00 | Nick Chappell v Yuvraj Chaudhary | 6-1,6-0 |
| ITF Egypt F22 | 2016/08/28 15:00 | Nick Chappell v Dmytro Kovalevych | 6-7,6-2,6-1 |
| ITF Israel F10 | 2016/06/11 07:00 | Nick Chappell v Edan Leshem | 2-6,1-6 |
| ITF Portugal F12 | 2016/10/05 14:25 | Fred Gil v Maciej Rajski | 6-3,3-6,4-6 |
| ITF Portugal F11 | 2016/09/30 10:00 | Maciej Rajski v Miguel Semedo | 3-6,7-5,4-6 |
| 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 |