Round: 27 Ground: Clay
| ITF Italy F18 | 2016/06/30 14:00 | Daniele Capecchi v Filippo Baldi | 5-7,6-1,6-3 |
| Challenger Milan Qual | 2016/06/20 08:30 | Daniele Capecchi v Lorenzo Sonego | 4-6,2-6 |
| 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 | Michael Linzer v Daniele Capecchi | 5-7,2-6 |
| ITF Italy F15 | 2016/06/16 17:25 | Daniele Capecchi v Joao Domingues | 2-6,1-6 |
| ITF Italy F15 | 2016/06/14 11:00 | Alberto Brizzi v Daniele Capecchi | 7-6,5-7,2-6 |
| ITF Italy F11 | 2016/05/22 08:45 | Daniele Capecchi v Gianluca Di Nicola | 7-5,3-6,2-6 |
| ITF Italy F11 | 2016/05/21 12:00 | Francisco Bahamonde v Daniele Capecchi | 3-6,5-7 |
| ITF Italy F18 | 2016/06/29 12:30 | Simone Roncalli v Antonio Massara | 1-6,3-6 |
| ITF Italy F18 | 2016/06/28 10:10 | Giovanni Rizzuti v Antonio Massara | 4-6,3-6 |
| 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 |