Round: 25 Ground: Clay
| ITF Italy F26 | 2016/08/25 11:00 | Di Nicola, Gianluca v Jankovits, Yannick | 1-6,6-7 |
| ITF Italy F26 | 2016/08/24 13:00 | Di Nicola, Gianluca v Viktor Durasovic | 6-7,6-0,6-3 |
| ITF Italy F26 | 2016/08/23 19:00 | Zhizhen Zhang v Di Nicola, Gianluca | 3-6,6-1,5-7 |
| ITF Italy F25 | 2016/08/15 11:45 | Di Nicola, Gianluca v Hernandez-Fernandez, Jose | 1-6,4-6 |
| ITF Italy F24 | 2016/08/09 11:20 | Eysseric, Jonathan v Di Nicola, Gianluca | 3-6,7-6,6-2 |
| ITF Italy F24 Qual | 2016/08/07 12:25 | Di Nicola, Gianluca v Lamberti, Edoardo | 6-1,6-1 |
| Challenger Biella Qual | 2016/07/23 09:00 | Turchetti, Nicolo v Di Nicola, Gianluca | 6-2,6-2 |
| Challenger San Benedetto Qual | 2016/07/09 15:05 | Jacq, Gregoire v Di Nicola, Gianluca | 6-1,6-4 |
| ITF Italy F26 | 2016/08/27 18:30 | Trevisan, Matteo v Hugo Grenier | 7-5,6-4 |
| ITF Italy F26 | 2016/08/26 17:30 | Bega, Alessandro v Trevisan, Matteo | 6-3,3-6,3-6 |
| ITF Italy F26 | 2016/08/25 19:15 | Corrie, Edward v Trevisan, Matteo | 6-7,6-7 |
| ITF Italy F26 | 2016/08/24 17:00 | Trevisan, Matteo v Antonio Massara | 4-6,6-3,6-3 |
| ITF Italy F26 | 2016/08/23 13:10 | Trevisan, Matteo v Zucca, Antonio | 7-5,7-6 |
| ITF Italy F22 | 2016/07/28 17:00 | Galoppini, Davide v Trevisan, Matteo | 4-6,6-0,7-6 |
| ITF Italy F22 | 2016/07/26 17:00 | Stefanini, Jacopo v Trevisan, Matteo | 6-7,3-6 |
| Challenger Bergamo Qual | 2016/02/07 13:40 | Gregoire Barrere v Trevisan, Matteo | 7-6,6-4 |