Round: 62 Ground: Clay
| 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 Argentina F2 | 2016/03/05 17:00 | Gustavo De O Cruz v Nicolas Bianchi | 6-4,6-4 |
| ITF Brazil F2 | 2016/07/03 12:00 | Felipe D'Annunzio v Felipe Muzzi | 6-2,6-2 |
| ITF Argentina F9 | 2016/05/29 22:00 | Tomas Reche v Felipe D'Annunzio | 7-5,4-6,6-3 |
| ITF Argentina F9 | 2016/05/27 22:00 | Felipe D'Annunzio v Federico Nicolas Bertucci | 6-2,6-2 |
| ITF Argentina F8 | 2016/05/22 22:00 | Juan Pablo Ficovich v Felipe D'Annunzio | 6-1,6-2 |
| ITF Argentina F8 | 2016/05/21 22:00 | Alexandre G R Girotto v Felipe D'Annunzio | 0-6,1-6 |
| ITF Argentina F8 | 2016/05/20 22:00 | Felipe D'Annunzio v Oscar Gabriel Ortiz | 6-3,1-6,6-2 |
| ITF Argentina F7 | 2016/05/15 12:30 | Filipe Brandao v Felipe D'Annunzio | 7-5,7-5 |
| ITF Argentina F6 | 2016/05/07 16:30 | Jeff Guerrero v Felipe D'Annunzio | 4-6,3-6 |