Round: 25 Ground: Clay
| ITF Brazil F2 | 2016/07/03 17:45 | Gustavo De O Cruz v Felipe D'Annunzio | 6-0,6-1 |
| ITF Brazil F2 | 2016/07/02 14:30 | Gustavo De O Cruz v Pedro Gabriel Rodrigues | 6-4,6-2 |
| ITF Argentina F3 | 2016/03/14 12:00 | Victor Nunez v Gustavo De O Cruz | 4-6,6-2,6-3 |
| ITF Argentina F3 | 2016/03/13 15:30 | Alejo Vilaro v Gustavo De O Cruz | 2-6,7-6,4-6 |
| ITF Argentina F3 | 2016/03/12 16:30 | Gustavo De O Cruz v Gregorio Cordonnier | 7-6,6-3 |
| ITF Argentina F2 | 2016/03/08 13:00 | Hernan Casanova v Gustavo De O Cruz | 6-3,6-0 |
| ITF Argentina F2 | 2016/03/07 12:30 | Gustavo De O Cruz v Facundo Jofre | 2-6,2-6 |
| ITF Argentina F2 | 2016/03/06 17:00 | Luis Britto v Gustavo De O Cruz | 6-7,3-6 |
| ITF Brazil F1 | 2016/06/30 14:00 | Ricardo Hocevar v Gabriel Alejandro Hidalgo | 6-4,6-2 |
| ITF Brazil F1 | 2016/06/29 13:00 | Agustin Suarez Gonzalez v Gabriel Alejandro Hidalgo | 7-5,1-6,1-6 |
| ITF Brazil F1 | 2016/06/28 18:20 | Fermin Peralta Martinez v Gabriel Alejandro Hidalgo | 2-6,4-6 |
| 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 | Daniel Dutra Da Silva v Gabriel Alejandro Hidalgo | 6-3,6-0 |
| ITF Argentina F8 | 2016/05/22 22:00 | Brian Orradre v Gabriel Alejandro Hidalgo | 3-6,5-7 |
| ITF Argentina F7 | 2016/05/19 16:15 | Hernan Casanova v Gabriel Alejandro Hidalgo | 6-4,6-2 |
| ITF Argentina F7 | 2016/05/18 17:30 | Gabriel Alejandro Hidalgo v Gaston-Arturo Grimolizzi | 6-3,6-2 |