Round: 25 Ground: Clay
| ITF Italy F18 Qual | 2016/06/26 08:00 | Giovanni Rizzuti v Daniele Chiurulli | 6-1,6-1 |
| ITF Italy F18 Qual | 2016/06/25 07:30 | Giovanni Rizzuti v Enrico Becuzzi | 6-0,6-1 |
| ITF Italy F16 | 2016/06/21 10:15 | Gerard Granollers-Pujol v Giovanni Rizzuti | 5-7,6-2,6-3 |
| ITF Italy F16 Qual | 2016/06/19 11:05 | Giovanni Rizzuti v Manfred Fellin | 6-2,6-0 |
| ITF Bulgaria F1 | 2016/05/17 07:30 | Alexandar Lazarov v Giovanni Rizzuti | 6-1,6-4 |
| ITF Italy F10 | 2016/05/10 12:45 | Gianluca Di Nicola v Giovanni Rizzuti | 7-6,2-6,6-2 |
| ITF Italy F10 | 2016/05/09 09:30 | Giovanni Rizzuti v Alessandro Ceppellini | 6-4,6-2 |
| ITF Italy F9 | 2016/05/02 09:30 | Giovanni Rizzuti v Gonzales Austin | 2-6,6-7 |
| ITF Poland F4 | 2016/06/17 09:00 | Antonio Massara v Marcin Gawron | 4-6,0-6 |
| ITF Poland F4 | 2016/06/16 10:30 | Antonio Massara v David Poljak | 3-6,6-2,6-3 |
| ITF Poland F4 | 2016/06/15 08:00 | Piotr Lomacki v Antonio Massara | 6-7,4-6 |
| Challenger Caltanissetta | 2016/06/07 18:35 | Marko Tepavac v Antonio Massara | 6-4,6-4 |
| Challenger Caltanissetta Qual | 2016/06/05 10:00 | Sergio Galdos v Antonio Massara | 3-6,3-6 |
| Challenger Caltanissetta Qual | 2016/06/04 13:05 | Antonio Massara v Riccardo Ghedin | 6-7,6-4,6-0 |
| Challenger Caltanissetta Qual | 2016/06/04 08:00 | Antonio Massara v Eduardo Dischinger | 6-4,6-2 |
| ITF Italy F13 | 2016/05/31 09:35 | Maverick Banes v Antonio Massara | 7-5,6-4 |