Round: 25 Ground: Clay
| Challenger Milan Qual | 2016/06/19 09:30 | Daniele Capecchi v Fabrizio Ornago | 6-2,6-3 |
| Challenger Milan Qual | 2016/06/18 08:00 | Fabrizio Ornago v Andrea Casati | 6-3,6-2 |
| ITF Poland F4 | 2016/06/13 11:00 | Alexander Zhurbin v Fabrizio Ornago | 4-6,7-6,7-6 |
| ITF Poland F3 | 2016/06/11 10:00 | Kamil Majchrzak v Fabrizio Ornago | 6-3,7-6 |
| ITF Poland F3 | 2016/06/10 11:10 | Fabrizio Ornago v Pawel Juszczak | 6-2,6-0 |
| ITF Poland F3 | 2016/06/08 09:00 | Daniel Altmaier v Fabrizio Ornago | 6-2,1-6,1-6 |
| ITF Poland F3 | 2016/06/06 09:00 | Piotr Matuszewski v Fabrizio Ornago | 3-6,2-6 |
| ITF Poland F3 Qual | 2016/06/05 08:00 | Fabrizio Ornago v Pawel Zawisza | 4-6,7-6,6-0 |
| 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 |