Round: 25 Ground: Hardcourt outdoor
| ITF Egypt F20 | 2016/08/18 17:25 | Taweel, Issam Haitham v Diaz-Figueroa, Christopher | 7-6,7-5 |
| Egypt F19, Singles Qualifying | 2016/08/11 16:00 | Gosea, Farris Fathi v Diaz-Figueroa, Christopher | 7-6,6-4 |
| Egypt F19, Singles Qualifying | 2016/08/10 17:25 | Largo, Hugo v Diaz-Figueroa, Christopher | 4-6,4-6 |
| Coupe Davis | 2016/07/17 16:00 | Diaz-Figueroa, Christopher v Cuevas, Martin | 3-6,6-1,3-6,6-4,6-2 |
| Coupe Davis | 2016/07/15 16:00 | Diaz-Figueroa, Christopher v Arus, Rodrigo | 7-5,6-2,6-4 |
| Cali, Colombia | 2016/07/05 17:55 | Lapentti, Giovanni v Diaz-Figueroa, Christopher | 7-5,7-6 |
| ITF Colombia F3 | 2016/06/30 16:00 | Diaz-Figueroa, Christopher v Quiroz, Roberto | 4-6,2-6 |
| ITF Colombia F3 | 2016/06/29 15:30 | Diaz-Figueroa, Christopher v Astorga, Mauricio | 5-7,6-1,6-2 |
| ITF Egypt F21 | 2016/08/22 16:00 | Skadarka, Stefan v Eshmade, Nathan | 6-2,6-1 |
| ITF Egypt F21 | 2016/08/21 15:00 | Skadarka, Stefan v Fermin Tenti | 6-3,2-6,6-3 |
| ITF Egypt F20 | 2016/08/15 16:00 | Ouvrard, Victor v Skadarka, Stefan | 6-4,6-4 |
| Egypt F19, Singles Qualifying | 2016/08/10 16:00 | Nikola Milojevic v Skadarka, Stefan | 6-2,6-2 |
| Egypt F18, Singles Qualifying | 2016/08/04 17:50 | Skadarka, Stefan v Mousley, Bradley | 1-6,4-6 |
| Egypt F18, Singles Qualifying | 2016/08/03 19:10 | Skadarka, Stefan v Ortiz, Oscar Gabriel | 6-4,6-2 |
| ITF Egypt F11 | 2016/03/29 09:55 | Matej Vocel v Skadarka, Stefan | 6-4,2-6,6-3 |
| ITF Egypt F10 | 2016/03/23 11:40 | Skadarka, Stefan v Andrzejczuk, Adrian | 6-4,2-6,3-6 |