Round: 26 Ground: Hardcourt outdoor
| 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 F23 | 2016/06/30 15:35 | Mico Santiago v Clay Thompson | 3-6,6-3,2-6 |
| ITF USA F23 | 2016/06/29 16:00 | Mico Santiago v Jason Legall | 6-4,6-2 |
| 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 |
| Challenger Seville | 2016/09/06 11:00 | Roberto Ortega-Olmedo v Taro Daniel | 1-6,4-6 |
| Challenger Seville Qual | 2016/09/04 09:00 | Roberto Ortega-Olmedo v Pol Toledo Bague | 6-4,5-7,1-6 |
| Challenger Seville Qual | 2016/09/03 15:10 | Roberto Ortega-Olmedo v Samuel Ribeiro Navarrete | 6-2,6-1 |
| Challenger Seville Qual | 2016/09/03 15:05 | Roberto Ortega-Olmedo v Samuel R. Navarrete | 6-2,6-1 |