Round: 27 Ground: Hardcourt outdoor
| ITF Spain F36 | 2016/11/10 09:00 | Joao Monteiro v Raul Brancaccio | 6-4,1-6,6-2 |
| ITF Spain F36 | 2016/11/09 10:40 | Joao Monteiro v Yuri S Netrebin | 6-1,6-3 |
| ITF Tunisia F28 | 2016/10/22 08:30 | Joao Monteiro v Laurynas Grigelis | 3-6,4-6 |
| ITF Tunisia F28 | 2016/10/21 13:25 | Joao Monteiro v Maxime Mora | 6-0,6-4 |
| ITF Tunisia F28 | 2016/10/20 14:00 | Clement Geens v Joao Monteiro | 7-6,4-6,1-6 |
| ITF Tunisia F28 | 2016/10/19 08:30 | Kirill Dmitriev v Joao Monteiro | 7-6,2-6,3-6 |
| ITF Tunisia F27 | 2016/10/12 12:40 | Javier Marti v Joao Monteiro | 6-2,6-4 |
| ITF Portugal F12 | 2016/10/05 09:15 | Lorenzo Giustino v Joao Monteiro | 6-4,6-2 |
| ITF Spain F36 | 2016/11/10 09:00 | Benjamin Pietri v Roberto Ortega-Olmedo | 2-6,1-6 |
| ITF Spain F36 | 2016/11/09 09:00 | Bruno Mardones v Roberto Ortega-Olmedo | 4-6,1-6 |
| ITF USA F34 | 2016/10/27 19:30 | Mico Santiago v Roberto Ortega-Olmedo | 6-2,6-4 |
| 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 |