Round: 25 Ground: Clay
| Challenger Cali 2 | 2016/07/05 21:00 | Victor Estrella Burgos v Felipe Mantilla | 6-3,6-2 |
| ITF Colombia F3 | 2016/06/29 17:15 | Felipe Mantilla v Gonzalo Villanueva | 2-6,2-6 |
| ITF Colombia F3 | 2016/06/28 18:50 | Felipe Mantilla v Petr Iamachkine | 3-6,6-3,7-6 |
| ITF Colombia F2 | 2016/06/22 16:55 | Roberto Cid Subervi v Felipe Mantilla | 6-4,2-6,6-4 |
| ITF Colombia F2 | 2016/06/21 17:00 | Jose Daniel Bendeck v Felipe Mantilla | 3-6,3-6 |
| ITF Colombia F1 | 2016/06/16 15:00 | Juan Sebastian Gomez v Felipe Mantilla | 4-6,6-3,6-1 |
| ITF Colombia F1 | 2016/06/15 17:00 | Luis Valero v Felipe Mantilla | 2-6,2-6 |
| ITF USA F16 | 2016/05/03 13:00 | Roberto Quiroz v Felipe Mantilla | 6-4,6-2 |
| Challenger Cali 2 Qual | 2016/07/03 14:30 | Gaston-Arturo Grimolizzi v Jorge Montero | 3-6,1-6 |
| ITF Colombia F3 | 2016/06/28 14:30 | Juan Sebastian Gomez v Jorge Montero | 6-4,6-1 |
| ITF Colombia F2 | 2016/06/21 18:25 | Jorge Montero v Roberto Cid Subervi | 4-6,6-4,5-7 |
| ITF Colombia F1 | 2016/06/13 18:35 | Jorge Montero v Jose Daniel Bendeck | 3-6,2-6 |
| ITF Spain F15 | 2016/05/24 15:30 | Eduardo Struvay v Jorge Montero | 5-7,6-3,6-0 |
| ITF Italy F11 | 2016/05/19 10:35 | Nicola Ghedin v Jorge Montero | 6-1,6-3 |
| ITF Italy F11 | 2016/05/17 15:00 | Julian Ocleppo v Jorge Montero | 6-7,4-6 |
| ITF Portugal F5 | 2016/05/11 19:05 | Jorge Montero v Fred Gil | 6-7,2-6 |