Round: 25 Ground: Clay
| ITF Italy F24 | 2016/08/09 11:20 | Jonathan Eysseric v Gianluca Di Nicola | 3-6,7-6,6-2 |
| ITF Italy F24 Qual | 2016/08/07 12:25 | Gianluca Di Nicola v Edoardo Lamberti | 6-1,6-1 |
| Challenger Biella Qual | 2016/07/23 09:00 | Nicolo Turchetti v Gianluca Di Nicola | 6-2,6-2 |
| Challenger San Benedetto Qual | 2016/07/09 15:05 | Gregoire Jacq v Gianluca Di Nicola | 6-1,6-4 |
| Challenger Todi | 2016/07/04 08:00 | Gianluca Di Nicola v Benjamin Bonzi | 6-4,3-6,4-6 |
| Challenger Todi | 2016/07/03 08:00 | Maxime Tabatruong v Gianluca Di Nicola | 6-7,6-7 |
| ITF Italy F18 | 2016/06/28 08:00 | Gianluca Di Nicola v Raul Brancaccio | 6-4,4-6,4-6 |
| ITF Italy F16 | 2016/06/21 15:50 | Gianluca Di Nicola v Lorenzo Giustino | 0-6,5-7 |
| ITF Italy F24 | 2016/08/12 11:00 | Yannick Hanfmann v Jose Hernandez-Fernandez | 6-4,6-3 |
| ITF Italy F24 | 2016/08/11 10:00 | Jose Hernandez-Fernandez v Marcelo Zormann | 7-6,6-4 |
| ITF Italy F24 | 2016/08/10 10:45 | Jose Hernandez-Fernandez v Francesco Picco | 6-2,3-6,6-1 |
| ITF Italy F24 | 2016/08/09 08:00 | Jose Hernandez-Fernandez v Horst Rieder | 6-0,6-1 |
| ITF Italy F23 | 2016/08/06 11:45 | Jose Hernandez-Fernandez v Bastian Malla | 6-4,6-4 |
| ITF Italy F23 | 2016/08/06 08:00 | Jose Hernandez-Fernandez v Jacopo Stefanini | 6-3,6-4 |
| ITF Italy F23 | 2016/08/04 13:40 | Jose Hernandez-Fernandez v Gian Marco Moroni | 7-6,6-3 |
| ITF Italy F23 | 2016/08/03 12:10 | Jose Hernandez-Fernandez v Alexander Weis | 6-2,6-1 |