Round: 25 Ground: Clay
| ITF Italy F10 | 2015/05/19 12:10 | Jacopo Stefanini v Omar Giacalone | 1-6,7-6,4-6 |
| ITF Italy F27 | 2016/08/31 11:25 | Jacopo Stefanini v Attila Balazs | 7-5,0-6,4-6 |
| ITF Italy F27 | 2016/08/30 12:50 | Nik Razborsek v Jacopo Stefanini | 6-7,7-6,1-6 |
| ITF Italy F26 | 2016/08/23 10:30 | Andrea Guerrieri v Jacopo Stefanini | 6-2,6-3 |
| ITF Italy F23 | 2016/08/06 08:00 | Jose Hernandez-Fernandez v Jacopo Stefanini | 6-3,6-4 |
| ITF Italy F23 | 2016/08/04 12:30 | Wilson Leite v Jacopo Stefanini | 3-6,2-6 |
| ITF Italy F23 | 2016/08/03 08:30 | Cristian Carli v Jacopo Stefanini | 6-7,2-6 |
| ITF Italy F23 | 2016/08/01 15:05 | Jacopo Stefanini v Marco Bortolotti | 4-6,7-6,7-6 |
| ITF Italy F22 | 2016/07/26 17:00 | Jacopo Stefanini v Matteo Trevisan | 6-7,3-6 |
| ITF Italy F27 | 2016/08/30 18:50 | Omar Giacalone v Matteo Viola | 7-5,5-7,3-6 |
| ITF Austria F6 | 2016/08/21 11:00 | Hugo Dellien v Omar Giacalone | 6-4,2-6,6-2 |
| ITF Austria F6 | 2016/08/20 11:15 | Omar Giacalone v Sebastian Ofner | 7-5,6-7,7-5 |
| ITF Austria F6 | 2016/08/19 12:00 | Corentin Denolly v Omar Giacalone | 1-6,3-6 |
| ITF Austria F6 | 2016/08/18 10:10 | Toby Martin v Omar Giacalone | 1-6,3-6 |
| ITF Austria F6 | 2016/08/16 08:30 | Jan Zednik v Omar Giacalone | 1-6,2-6 |
| ITF Italy F22 | 2016/07/31 15:30 | Omar Giacalone v Andrea Basso | 5-7,3-6 |
| ITF Italy F22 | 2016/07/30 19:20 | Davide Galoppini v Omar Giacalone | 4-6,3-6 |