Round: 26 Ground: Hardcourt outdoor
| ITF USA F34 | 2016/10/25 18:30 | Michael Geerts v Mico Santiago | 2-6,2-6 |
| ITF USA F33 | 2016/10/19 20:05 | Austin Smith v Mico Santiago | 6-1,6-1 |
| Challenger Fairfield Qual | 2016/10/08 21:35 | Mico Santiago v Dennis Nevolo | 3-6,3-6 |
| Challenger Stockton Qual | 2016/10/02 17:50 | Mico Santiago v Philip Bester | 3-6,1-6 |
| Challenger Stockton Qual | 2016/10/01 19:30 | Mico Santiago v Ross Watson | 6-2,6-1 |
| ITF USA F25 Qual | 2016/07/25 16:50 | Mico Santiago v Grayson M. Goldin | 1-6,2-6 |
| ITF USA F25 Qual | 2016/07/24 13:15 | Mico Santiago v Warren Race | 6-1,6-0 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Mico Santiago v Brandon Donaldson | 6-2,6-2 |
| ITF USA F34 | 2016/10/25 18:15 | Austin Smith v Roberto Ortega-Olmedo | 2-6,6-4,1-6 |
| Challenger Las Vegas | 2016/10/19 19:35 | Santiago Giraldo v Roberto Ortega-Olmedo | 6-3,6-2 |
| Challenger Las Vegas Qual | 2016/10/17 17:30 | Roberto Ortega-Olmedo v Gonzalo Escobar | 6-3,2-6,6-4 |
| Challenger Las Vegas Qual | 2016/10/16 19:45 | Roberto Ortega-Olmedo v Hendrik Jebens | 6-0,6-1 |
| Challenger Monterrey | 2016/10/12 18:00 | Denis Kudla v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Monterrey | 2016/10/10 19:40 | Roberto Ortega-Olmedo v Juan Lizariturry | 6-3,6-1 |
| Others | 2016/09/24 12:55 | Yann Marti v Roberto Ortega-Olmedo | 6-7,7-6,6-1 |
| ATP Metz Qual | 2016/09/18 13:30 | Roberto Ortega-Olmedo v Constant Lestienne | 3-6,6-3,1-6 |