Round: 25 Ground: Clay
| ITF Argentina F7 | 2016/05/18 17:30 | Gabriel Alejandro Hidalgo v Gaston-Arturo Grimolizzi | 6-3,6-2 |
| ITF Argentina F11 | 2016/10/26 14:30 | Gaston-Arturo Grimolizzi v Gonzalo Villanueva | 6-4,3-6,2-6 |
| ITF Argentina F11 | 2016/10/25 15:50 | Gaston-Arturo Grimolizzi v Francisco Vittar | 7-5,2-6,6-3 |
| Challenger Santiago 2 Qual | 2016/10/15 13:30 | Juan Pablo Ficovich v Gaston-Arturo Grimolizzi | 6-2,6-3 |
| ITF Egypt F27 | 2016/10/06 16:00 | Gaston-Arturo Grimolizzi v Lloyd Harris | 1-6,2-6 |
| ITF Egypt F27 | 2016/10/04 16:00 | Gaston-Arturo Grimolizzi v Georg Winkler | 6-1,6-1 |
| ITF Egypt F26 | 2016/09/29 09:30 | Gaston-Arturo Grimolizzi v Jaroslav Pospisil | 2-6,0-6 |
| ITF Egypt F26 | 2016/09/28 08:55 | Franco Feitt v Gaston-Arturo Grimolizzi | 1-6,0-6 |
| ITF Egypt F25 | 2016/09/21 07:30 | Gaston-Arturo Grimolizzi v Jaroslav Pospisil | 1-6,4-6 |
| ITF Argentina F11 | 2016/10/25 14:40 | Gabriel Alejandro Hidalgo v Franco Emanuel Egea | 2-6,6-4,4-6 |
| Challenger Santiago 2 Qual | 2016/10/16 20:00 | Juan Pablo Ficovich v Gabriel Alejandro Hidalgo | 7-5,6-3 |
| Challenger Santiago 2 Qual | 2016/10/16 16:00 | Jorge Montero v Gabriel Alejandro Hidalgo | 4-6,6-7 |
| Challenger Santiago 2 Qual | 2016/10/15 15:06 | Eduardo Lacalle v Gabriel Alejandro Hidalgo | 0-6,3-6 |
| Challenger Buenos Aires 2 | 2016/10/12 00:30 | Gabriel Alejandro Hidalgo v Leonardo Mayer | 3-6,1-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/10 14:00 | Gabriel Alejandro Hidalgo v Pedro Sakamoto | 4-6,2-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/09 16:10 | Gabriel Alejandro Hidalgo v Franco Ribero | 6-4,6-2 |
| ITF Italy F30 | 2016/09/22 10:25 | Andrea Basso v Gabriel Alejandro Hidalgo | 6-3,7-6 |