Round: 54 Ground: Clay
| Challenger Caltanissetta Qual | 2016/06/04 11:25 | Marco Bortolotti v Sergio Galdos | 3-6,4-6 |
| Challenger Poznan Qual | 2015/07/13 12:30 | Sergio Galdos v Artem Smirnov | 4-6,3-6 |
| Challenger Cali 2 | 2014/04/29 18:15 | Sergio Galdos v Jose Pereira | 1-6,6-1,3-6 |
| 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 |
| ITF Italy F10 | 2016/05/10 07:30 | Mateo Nicolas Martinez v Antonio Massara | 6-3,6-2 |
| ITF Italy F9 | 2016/05/04 07:30 | Gian Marco Moroni v Antonio Massara | 7-5,6-2 |
| ITF Italy F9 | 2016/05/03 08:00 | Sergio Martos Gornes v Antonio Massara | 0-6,2-6 |
| ITF Italy F7 | 2016/04/19 11:50 | Antonio Massara v Claudio Fortuna | 6-3,4-6,3-6 |
| ITF Italy F6 | 2016/04/12 11:10 | Pietro Rondoni v Antonio Massara | 6-2,6-2 |