Round: 26 Ground: Clay
| ITF Italy F29 | 2015/10/02 09:30 | Francesco Picco v Gianluca Di Nicola | 4-6,3-6 |
| ITF Italy F31 | 2016/09/26 13:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 4-6,6-3,6-2 |
| ITF Italy F31 Qual | 2016/09/25 07:30 | Gianluca Di Nicola v Jordi Walder | 6-1,6-3 |
| ITF Italy F30 | 2016/09/22 10:50 | Walter Trusendi v Gianluca Di Nicola | 6-4,6-2 |
| 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 F31 | 2016/09/27 09:45 | Luca Prevosto v Francesco Picco | 4-6,2-6 |
| ITF Italy F30 | 2016/09/22 10:25 | Nicola Ghedin v Francesco Picco | 6-3,6-2 |
| ITF Italy F30 | 2016/09/21 10:25 | Riccardo Balzerani v Francesco Picco | 3-6,4-6 |
| ITF Italy F30 | 2016/09/19 10:40 | Paul Woerner v Francesco Picco | 1-6,3-6 |
| Challenger Genova Qual | 2016/09/04 07:30 | Francesco Picco v Daniel Elahi Galan | 6-7,4-6 |
| ITF Italy F27 | 2016/08/29 15:30 | Attila Balazs v Francesco Picco | 7-6,6-0 |
| Challenger Manerbio Qual | 2016/08/20 15:25 | Laurynas Grigelis v Francesco Picco | 6-4,6-4 |
| ITF Italy F24 | 2016/08/10 10:45 | Jose Hernandez-Fernandez v Francesco Picco | 6-2,3-6,6-1 |