Round: 25 Ground: Clay
| ITF Italy F18 | 2016/06/29 12:30 | Simone Roncalli v Antonio Massara | 1-6,3-6 |
| ITF Italy F28 | 2016/09/08 17:30 | Stefano Travaglia v Simone Roncalli | 6-1,7-5 |
| ITF Italy F28 | 2016/09/07 12:25 | Wilson Leite v Simone Roncalli | 6-7,1-6 |
| ITF Italy F28 | 2016/09/06 18:46 | Wilson Leite v Simone Roncalli | 6-7,1-6 |
| ITF Italy F28 | 2016/09/05 10:00 | Simone Roncalli v Marco Mosciatti | 5-7,6-0,6-0 |
| ITF Italy F28 | 2016/09/04 12:30 | Simone Roncalli v Federico Ottolini | 6-0,6-2 |
| ITF Italy F27 | 2016/08/30 09:30 | Simone Roncalli v Alberto Cammarata | 6-2,4-6,1-6 |
| ITF Austria F5 | 2016/08/09 09:30 | Simone Roncalli v Lukas Ollert | 3-6,0-6 |
| ITF Italy F23 | 2016/08/01 12:35 | Corrado Summaria v Simone Roncalli | 4-6,6-1,7-5 |
| Challenger Genova Qual | 2016/09/04 13:45 | Andrea Basso v Antonio Massara | 6-3,7-6 |
| Challenger Como Qual | 2016/08/27 14:30 | Antonio Massara v Markus Eriksson | 3-6,6-4,4-6 |
| ITF Italy F26 | 2016/08/24 17:00 | Matteo Trevisan v Antonio Massara | 4-6,6-3,6-3 |
| ITF Italy F26 | 2016/08/23 11:45 | Fran Zvonimir Zgombic v Antonio Massara | 4-6,1-6 |
| ITF Serbia F4 | 2016/08/09 09:10 | Milan Drinic v Antonio Massara | 1-6,6-3,7-6 |
| ITF Serbia F3 | 2016/08/06 12:15 | Michael Linzer v Antonio Massara | 6-3,6-1 |
| ITF Serbia F3 | 2016/08/05 09:20 | Antonio Massara v Nicholas Horton | 6-3,0-6,6-1 |
| ITF Serbia F3 | 2016/08/04 08:00 | Antonio Massara v Manuel Pena Lopez | 6-3,6-1 |