Round: 26 Ground: Clay
| ITF Italy F18 | 2016/06/27 09:00 | Cristian Carli v Davide Galoppini | 3-6,5-7 |
| ITF Italy F15 | 2016/06/14 16:35 | Adelchi Virgili v Davide Galoppini | 6-4,7-5 |
| ITF Italy F15 | 2016/06/12 07:00 | Davide Galoppini v Marco Mosciatti | 7-5,6-2 |
| ITF Ukraine F3 | 2016/05/25 14:35 | Davide Galoppini v Vladimir Ivanov | 6-3,6-7,3-6 |
| ITF Ukraine F2 | 2016/05/20 09:25 | Volodymyr Uzhylovskyi v Davide Galoppini | 6-2,7-5 |
| ITF Ukraine F2 | 2016/05/19 11:15 | Davide Galoppini v Sander Gille | 6-3,6-4 |
| ITF Ukraine F2 | 2016/05/16 09:30 | Davide Galoppini v Oleg Prihodko | 6-4,6-2 |
| ITF Ukraine F1 | 2016/05/12 08:00 | Joran Vliegen v Davide Galoppini | 6-1,6-1 |
| ITF Italy F18 | 2016/06/28 15:00 | Federico Ottolini v Goncalo Oliveira | 3-6,3-6 |
| Challenger Milan Qual | 2016/06/19 09:30 | Goncalo Oliveira v Lorenzo Sonego | 1-6,2-6 |
| Challenger Perugia Qual | 2016/06/11 08:30 | Ricardo Rodriguez-Pace v Goncalo Oliveira | 5-7,7-5,7-6 |
| ITF Italy F14 | 2016/06/09 08:00 | Adelchi Virgili v Goncalo Oliveira | 7-6,3-6,6-3 |
| ITF Italy F14 | 2016/06/07 12:30 | Mateo Nicolas Martinez v Goncalo Oliveira | 6-7,2-6 |
| ITF Italy F13 | 2016/05/31 09:30 | Johan Sebastien Tatlot v Goncalo Oliveira | 6-3,6-2 |
| ITF Italy F13 | 2016/05/30 08:00 | Goncalo Oliveira v Riccardo Roberto | 6-1,6-3 |
| ITF Italy F13 | 2016/05/29 07:30 | Goncalo Oliveira v Federico Bertuccioli | 6-2,6-4 |