Round: 25 Ground: Clay
| ITF Italy F29 | 2016/09/14 08:25 | Jacopo Stefanini v Antonio Massara | 6-2,6-4 |
| ITF Italy F20 | 2016/07/13 12:00 | Antonio Massara v Jacopo Stefanini | 6-7,4-6 |
| Challenger Rome Qual | 2017/05/06 10:20 | Antonio Massara v Yannick Maden | 1-6,2-6 |
| ITF Italy F11 | 2017/05/03 09:35 | Antonio Massara v Adrian Bodmer | 2-6,4-6 |
| ITF Italy F11 | 2017/05/02 09:35 | Andrea Guerrieri v Antonio Massara | 4-6,2-6 |
| ITF Tunisia F16 | 2017/04/26 11:00 | Antonio Massara v Ljubomir Celebic | 2-6,3-6 |
| ITF Italy F7 | 2017/04/04 13:15 | Antonio Massara v Andrea Collarini | 1-6,2-6 |
| ITF Italy F6 | 2017/03/28 08:00 | Antonio Massara v Riccardo Balzerani | 5-7,1-6 |
| ITF Italy F5 | 2017/03/21 12:20 | Antonio Massara v Salvatore Caruso | 6-4,1-6,2-6 |
| ITF Italy F4 | 2017/03/13 16:20 | Niels Lootsma v Antonio Massara | 6-4,6-3 |
| ITF Tunisia F16 | 2017/04/27 11:05 | Jacopo Stefanini v Benjamin Bonzi | 4-6,4-6 |
| ITF Tunisia F16 | 2017/04/26 09:00 | Jurij Rodionov v Jacopo Stefanini | 1-6,7-6,2-6 |
| ITF Italy F9 | 2017/04/18 15:20 | Jacopo Stefanini v Salvatore Caruso | 4-6,6-4,2-6 |
| ITF Italy F9 Qual | 2017/04/17 17:45 | Jacopo Stefanini v Alexei Popyrin | 4-6,6-4,6-2 |
| ITF Italy F9 Qual | 2017/04/16 13:00 | Jacopo Stefanini v Gabriele Moghini | 6-2,6-3 |
| ITF Italy F7 | 2017/04/04 13:20 | Jacopo Stefanini v Omar Giacalone | 4-6,2-6 |
| ITF Italy F6 | 2017/03/27 11:50 | Jacopo Stefanini v Juan Pablo Paz | 0-6,4-6 |
| ITF Italy F5 | 2017/03/23 11:40 | Marco Cecchinato v Jacopo Stefanini | 6-3,6-0 |