Round: 27 Ground: Hardcourt outdoor
| 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 |
| Challenger San Luis Potosi Qual | 2016/03/20 17:00 | Juan Ignacio Londero v Ivan Endara | 1-6,6-4,3-6 |
| Challenger San Luis Potosi Qual | 2016/03/19 16:00 | Ivan Endara v Ivar Jose Aramburu Contreras | 6-2,6-4 |
| Davis Cup | 2016/03/04 16:50 | Ivan Endara v Darian King | 6-1,6-2,6-4 |
| ITF Mexico F2 | 2016/05/11 19:55 | Raleigh Smith v Janis Podzus | 6-4,6-4 |
| ITF Mexico F2 | 2016/05/10 15:00 | Raleigh Smith v Hans Hach Verdugo | 6-4,7-6 |
| ITF Mexico F2 | 2016/05/09 16:00 | Raleigh Smith v Jose Antonio Rodriguez Rodriguez | 6-2,6-1 |
| ITF Mexico F2 | 2016/05/08 16:00 | Raleigh Smith v Gabriel P Tumasonis | 6-2,6-2 |
| ITF Mexico F1 | 2016/05/03 20:30 | Raleigh Smith v Manuel Sanchez | 4-6,4-6 |
| ITF USA F15 | 2016/04/27 16:10 | Roberto Quiroz v Raleigh Smith | 7-5,6-4 |
| ITF USA F15 Qual | 2016/04/25 15:00 | Raleigh Smith v Javier Naser | 7-6,6-2 |
| ITF USA F15 Qual | 2016/04/23 18:00 | Raleigh Smith v Patrick Davidson | 6-3,6-1 |