Round: 25 Ground: Hardcourt outdoor
| ITF Egypt F27 | 2016/10/05 17:20 | Antonio Massara v Hajek, Petr | 6-4,4-6,2-6 |
| ITF Italy F31 | 2016/09/29 09:00 | Antonio Massara v Alex Rybakov | 3-6,1-6 |
| ITF Italy F31 | 2016/09/28 11:30 | Antonio Massara v Carli, Christian | 6-3,6-2 |
| ITF Italy F31 | 2016/09/26 09:00 | Antonio Massara v Andrea Guerrieri | 6-7,6-4,6-3 |
| ITF Italy F29 | 2016/09/14 08:25 | Stefanini, Jacopo v Antonio Massara | 6-2,6-4 |
| ITF Italy F29 | 2016/09/13 09:25 | Roncalli, Simone v Antonio Massara | 5-7,3-6 |
| Challenger Genova Qual | 2016/09/04 13:45 | Basso, Andrea v Antonio Massara | 6-3,7-6 |
| Côme, Italie, Qualifications | 2016/08/27 14:30 | Antonio Massara v Eriksson, Markus | 3-6,6-4,4-6 |
| ITF Egypt F27 | 2016/10/06 16:00 | Gajewski, Kamil v Andrea Vavassori | 4-6,5-7 |
| ITF Egypt F27 | 2016/10/05 18:00 | Kosec, Ivan v Gajewski, Kamil | 5-7,3-6 |
| ITF Egypt F22 | 2016/09/01 19:10 | Ehara, Hiroyasu v Gajewski, Kamil | 6-4,6-4 |
| ITF Egypt F22 | 2016/08/31 18:40 | Chaudhary, Yuvraj v Gajewski, Kamil | 2-6,1-6 |
| ITF Belarus F1 | 2016/08/08 08:25 | Gajewski, Kamil v Dubinski, Artur | 4-6,5-7 |
| ITF Egypt F16 | 2016/07/20 17:05 | Danes, Alexandru v Gajewski, Kamil | 3-6,7-5,7-6 |
| Egypt F15, Singles Qualifying | 2016/07/15 16:00 | Gajewski, Kamil v Gadjiev, Alan | 4-6,6-2,6-7 |
| Egypt F15, Singles Qualifying | 2016/07/14 16:00 | Mazzella, Manuel v Gajewski, Kamil | 6-7,7-6,3-6 |