Round: 54 Ground: Clay
| Challenger Caltanissetta Qual | 2016/06/04 11:25 | Bortolotti, Marco v Galdos, Sergio | 3-6,4-6 |
| Challenger Poznan Qual | 2015/07/13 12:30 | Galdos, Sergio v Smirnov, Artem | 4-6,3-6 |
| Cali, Colombia | 2014/04/29 18:15 | Galdos, Sergio v Jose Pereira | 1-6,6-1,3-6 |
| Challenger Caltanissetta Qual | 2016/06/04 13:05 | Antonio Massara v Ghedin, Riccardo | 6-7,6-4,6-0 |
| Challenger Caltanissetta Qual | 2016/06/04 08:00 | Antonio Massara v Dischinger, Eduardo | 6-4,6-2 |
| ITF Italy F13 | 2016/05/31 09:35 | Banes, Maverick v Antonio Massara | 7-5,6-4 |
| Italie F10, Qualifications Simples | 2016/05/10 07:30 | Martniez, Mateo Nicolas 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 | Martos Gornes, Sergio v Antonio Massara | 0-6,2-6 |
| ITF Italy F7 | 2016/04/19 11:50 | Antonio Massara v Fortuna, Claudio | 6-3,4-6,3-6 |
| ITF Italy F6 | 2016/04/12 11:10 | Rondoni, Pietro v Antonio Massara | 6-2,6-2 |