Round: 25 Ground: Clay
| ITF Egypt F29 | 2016/10/19 11:55 | Robbie Ridout v Jonathan Gray | 6-3,6-3 |
| ITF Egypt F28 | 2016/10/12 14:30 | Jonathan Gray v Andrea Vavassori | 1-6,2-6 |
| ITF Egypt F28 Qual | 2016/10/10 14:00 | Jonathan Gray v Georg Winkler | 6-2,6-3 |
| ITF Egypt F27 | 2016/10/06 17:35 | Petr Hajek v Jonathan Gray | 7-6,5-7,6-2 |
| ITF Egypt F27 | 2016/10/05 17:10 | Sagar Ahuja v Jonathan Gray | 0-6,0-6 |
| ITF France F20 | 2016/09/27 09:20 | Matteo Martineau v Jonathan Gray | 2-6,6-3,6-4 |
| ITF France F19 Qual | 2016/09/17 07:00 | Nino Portales v Jonathan Gray | 4-6,6-3,7-5 |
| Challenger St Remy Qual | 2016/09/04 08:00 | Erik Crepaldi v Jonathan Gray | 6-4,4-6,6-3 |
| ITF Egypt F30 Qual | 2016/10/24 09:35 | David Hopkins v Ignacio Carou | 6-2,6-3 |
| ITF Egypt F30 Qual | 2016/10/23 10:00 | Medhir Goyal v David Hopkins | 0-6,0-6 |
| ITF Egypt F29 Qual | 2016/10/16 10:00 | Albert Roglan v David Hopkins | 6-4,7-5 |
| ITF Egypt F28 | 2016/10/13 13:30 | Antonio Massara v David Hopkins | 3-6,6-2,6-4 |
| ITF Egypt F28 | 2016/10/11 13:30 | Imran Aswat v David Hopkins | 1-6,1-6 |
| ITF Egypt F28 Qual | 2016/10/10 14:00 | Robbie Ridout v David Hopkins | 2-6,6-3,3-6 |
| ITF Egypt F28 Qual | 2016/10/09 14:30 | Ignacio Carou v David Hopkins | 4-6,0-6 |
| ITF Egypt F27 Qual | 2016/10/02 16:00 | David Hopkins v Iouri Sant S-Netrebin | 3-6,4-6 |