Round: 25 Ground: Clay
| Challenger Cali 2 | 2016/07/05 16:30 | Jose Hernandez-Fernandez v Maximiliano Estevez | 6-0,6-2 |
| ITF Colombia F3 | 2016/06/29 17:45 | Maximiliano Estevez v Cristian Rodriguez | 1-6,2-6 |
| ITF Colombia F3 | 2016/06/28 18:05 | Maximiliano Estevez v Carlos Salamanca | 6-2,6-4 |
| ITF Colombia F2 | 2016/06/20 18:05 | Maximiliano Estevez v Gonzalo Villanueva | 4-6,3-6 |
| ITF Argentina F9 | 2016/06/01 22:00 | Maximiliano Estevez v Eduardo Agustin Torre | 7-5,7-5 |
| ITF Argentina F9 | 2016/05/30 22:00 | Maximiliano Estevez v Gabriel Alejandro Hidalgo | 6-3,6-4 |
| ITF Argentina F8 | 2016/05/24 22:00 | Maximiliano Estevez v Igor Marcondes | 2-6,5-7 |
| ITF Argentina F8 | 2016/05/23 22:00 | Maximiliano Estevez v Filipe Brandao | 7-5,6-3 |
| ITF Argentina F5 | 2016/04/30 12:00 | Oscar Jose Gutierrez v Gaston Tonello | 6-2,6-1 |
| ITF Argentina F10 | 2015/08/23 13:00 | Gaston Tonello v Santiago Villarruel | 4-6,3-6 |