Round: 25 Ground: Clay
| ITF Chile F1 | 2018/11/14 19:35 | Jorge Montero v Mirko Martinez | 4-6,6-7 |
| Challenger Campinas | 2018/09/30 15:30 | Jorge Montero v Andre Miele | 4-6,6-3,3-6 |
| ITF Spain F28 | 2018/09/18 11:00 | Jorge Montero v Pol Martin Tiffon | 3-6,6-3,2-6 |
| Challenger Szczecin | 2018/09/09 09:00 | Jorge Montero v Facundo Arguello | 6-2,3-6,2-6 |
| Challenger Szczecin Qual | 2018/09/08 09:00 | Volodymyr Uzhylovskyi v Jorge Montero | 2-6,0-6 |
| Challenger Seville | 2018/09/01 17:40 | David Perez Sanz v Jorge Montero | 6-7,7-6,6-3 |
| ITF USA F22 Qual | 2018/08/06 14:35 | Jorge Montero v Alex Blumenberg | 4-6,3-6 |
| ITF USA F22 Qual | 2018/08/05 13:30 | Jorge Montero v Yang Liu | 6-2,6-0 |