Round: 25 Ground: Clay
| ITF Colombia F2 | 2016/06/20 18:20 | Diaz-Figueroa, Christopher v Santiago Rodriguez Taverna | 7-5,3-6,2-6 |
| ITF Colombia F1 | 2016/06/17 17:00 | Gomez, Alejandro v Diaz-Figueroa, Christopher | 7-5,7-6 |
| ITF Colombia F1 | 2016/06/16 16:40 | Alejandro Tabilo v Diaz-Figueroa, Christopher | 2-6,4-6 |
| ITF Colombia F1 | 2016/06/15 17:00 | Boris Arias v Diaz-Figueroa, Christopher | 6-4,2-6,1-6 |
| ITF Colombia F1 | 2016/06/14 15:00 | Nunez, V. v Diaz-Figueroa, Christopher | 3-6,3-6 |
| ITF Mexico F5 | 2016/06/02 18:00 | Diaz-Figueroa, Christopher v Hocevar, Ricardo | 3-6,4-6 |
| ITF Mexico F5 | 2016/06/01 16:55 | Diaz-Figueroa, Christopher v Carter, Andrew | 6-4,6-3 |
| ITF Mexico F5 | 2016/05/31 18:20 | Diaz-Figueroa, Christopher v Luis Britto | 6-2,7-6 |
| ITF Mexico F3 | 2016/05/16 22:00 | Endara, Ivan v Santiago, Mico | 3-6,3-6 |
| ITF Mexico F1 | 2016/05/05 19:30 | Hach Verdugo, Hans v Endara, Ivan | 3-6,6-3,2-6 |
| ITF Mexico F1 | 2016/05/03 16:00 | Luis Britto v Endara, Ivan | 0-6,2-6 |
| Challenger Leon Qual | 2016/03/27 21:30 | Londero, Juan Ignacio v Endara, Ivan | 5-7,6-4,6-1 |
| Challenger Leon Qual | 2016/03/27 17:30 | Endara, Ivan v Mendoza, Alejandro | 6-3,6-2 |
| Challenger San Luis Potosi Qual | 2016/03/21 16:30 | Endara, Ivan v Velotti, Agustin | 6-7,2-6 |
| Challenger San Luis Potosi Qual | 2016/03/20 17:00 | Londero, Juan Ignacio v Endara, Ivan | 1-6,6-4,3-6 |
| Challenger San Luis Potosi Qual | 2016/03/19 16:00 | Endara, Ivan v Aramburu Contreras, Ivar Jose | 6-2,6-4 |