Round: 26 Ground: Clay
| ITF Italy F36 | 2016/11/01 08:30 | Omar Giacalone v Manuel Mazzella | 6-2,6-1 |
| ITF Italy F35 | 2016/10/27 09:15 | Omar Giacalone v Maxime Chazal | 5-7,1-6 |
| ITF Italy F35 | 2016/10/26 09:20 | Andrea Guerrieri v Omar Giacalone | 1-6,4-6 |
| ITF Italy F35 | 2016/10/25 09:10 | Alessandro Colella v Omar Giacalone | 2-6,2-6 |
| ITF Italy F34 | 2016/10/20 08:00 | Omar Giacalone v Maxime Chazal | 4-6,3-6 |
| ITF Italy F34 | 2016/10/19 08:30 | Stefano Reitano v Omar Giacalone | 1-6,3-6 |
| ITF Italy F34 | 2016/10/18 08:30 | Alexander Weis v Omar Giacalone | 1-6,3-6 |
| ITF Italy F33 | 2016/10/12 10:05 | Matteo Berrettini v Omar Giacalone | 7-5,6-2 |
| ITF Italy F36 | 2016/10/31 08:30 | Flemming Peters v Gianluca Di Nicola | 6-7,2-6 |
| ITF Italy F35 | 2016/10/25 08:40 | Walter Trusendi v Gianluca Di Nicola | 6-0,6-1 |
| ITF Italy F34 | 2016/10/20 08:00 | Marvin Netuschil v Gianluca Di Nicola | 6-3,6-2 |
| ITF Italy F34 | 2016/10/19 08:30 | Gianluca Di Nicola v Jacopo Stefanini | 3-6,7-6,6-4 |
| ITF Italy F34 | 2016/10/17 08:00 | Gianluca Di Nicola v Umberto Maria Giovannini | 6-1,6-2 |
| ITF Italy F32 | 2016/10/05 11:20 | Corentin Denolly v Gianluca Di Nicola | 6-3,6-7,6-3 |
| ITF Italy F32 | 2016/10/04 07:30 | Riccardo Sinicropi v Gianluca Di Nicola | 6-7,2-6 |
| ITF Italy F31 | 2016/09/28 09:40 | Gianluca Di Nicola v Francesco Picco | 6-7,6-7 |