Round: 27 Ground: Clay
| Challenger Cali 2 Qual | 2016/07/03 19:50 | Luis Patino v Ivan Endara | 6-4,6-4 |
| ITF Colombia F3 | 2016/06/28 16:40 | Christopher Diaz-Figueroa v Ivan Endara | 4-6,6-3,6-3 |
| ITF Mexico F3 | 2016/05/16 22:00 | Ivan Endara v Mico Santiago | 3-6,3-6 |
| ITF Mexico F1 | 2016/05/05 19:30 | Hans Hach Verdugo v Ivan Endara | 3-6,6-3,2-6 |
| ITF Mexico F1 | 2016/05/03 16:00 | Luis Britto v Ivan Endara | 0-6,2-6 |
| Challenger Leon Qual | 2016/03/27 21:30 | Juan Ignacio Londero v Ivan Endara | 5-7,6-4,6-1 |
| Challenger Leon Qual | 2016/03/27 17:30 | Ivan Endara v Alejandro Mendoza | 6-3,6-2 |
| Challenger San Luis Potosi Qual | 2016/03/21 16:30 | Ivan Endara v Agustin Velotti | 6-7,2-6 |
| ITF Germany F7 | 2016/07/13 10:30 | Federico Coria v Bruno Santanna | 6-2,6-1 |
| ITF Germany F7 | 2016/07/12 09:00 | Lennert Van Der Linden v Bruno Santanna | 6-3,1-6,2-6 |
| ITF Germany F6 | 2016/07/09 13:50 | Bruno Santanna v Filip Horansky | 4-6,2-6 |
| ITF Germany F6 | 2016/07/08 12:00 | Cristobal S-Corvalan v Bruno Santanna | 6-3,6-7,3-6 |
| ITF Germany F6 | 2016/07/07 10:00 | Bruno Santanna v Julien Dubail | 7-6,6-2 |
| ITF Germany F6 | 2016/07/05 10:00 | Bruno Santanna v Florian Fallert | 6-1,6-1 |
| ITF Brazil F1 | 2016/07/02 14:00 | Bruno Santanna v Daniel Dutra Da Silva | 5-7,3-6 |
| ITF Brazil F1 | 2016/07/01 19:10 | Bruno Santanna v Ricardo Hocevar | 6-4,6-4 |