Round: 27 Ground: Clay
| ITF Italy F30 | 2016/09/21 11:05 | Walter Trusendi v Florian Fallert | 6-0,6-1 |
| ITF Italy F30 | 2016/09/20 08:25 | Walter Trusendi v Nicolo Turchetti | 6-2,6-2 |
| ITF Italy F29 | 2016/09/12 07:30 | Walter Trusendi v Florian Fallert | 6-3,2-6,3-6 |
| Challenger Genova Qual | 2016/09/04 11:00 | Gianluca Mager v Walter Trusendi | 6-7,7-6,6-4 |
| Challenger Como Qual | 2016/08/27 15:45 | Walter Trusendi v Danilo Petrovic | 6-4,4-6,3-6 |
| Challenger Manerbio | 2016/08/25 15:30 | Gerald Melzer v Walter Trusendi | 6-2,6-2 |
| Challenger Manerbio Qual | 2016/08/22 08:00 | Walter Trusendi v Pedro Martinez | 6-3,5-7,6-4 |
| Challenger Manerbio Qual | 2016/08/21 08:30 | Walter Trusendi v Markus Eriksson | 6-3,1-6,6-1 |
| ITF Italy F30 | 2016/09/21 09:25 | Gianluca Di Nicola v Filippo Leonardi | 6-2,6-3 |
| ITF Italy F29 | 2016/09/14 09:00 | Stefano Travaglia v Gianluca Di Nicola | 6-4,6-2 |
| ITF Italy F29 | 2016/09/13 10:00 | Gianluca Di Nicola v Gian Marco Moroni | 2-6,6-4,6-3 |
| ITF Italy F28 | 2016/09/08 10:00 | Gianluca Di Nicola v Andrea Pellegrino | 4-6,7-6,4-6 |
| ITF Italy F28 | 2016/09/07 09:00 | Gianluca Di Nicola v Matteo Trevisan | 7-5,7-5 |
| ITF Italy F26 | 2016/08/25 11:00 | Gianluca Di Nicola v Yannick Jankovits | 1-6,6-7 |
| ITF Italy F26 | 2016/08/24 13:00 | Gianluca Di Nicola v Viktor Durasovic | 6-7,6-0,6-3 |
| ITF Italy F26 | 2016/08/23 19:00 | Zhizhen Zhang v Gianluca Di Nicola | 3-6,6-1,5-7 |