Round: 54 Ground: Clay
| ITF Italy F20 Qual | 2016/07/09 07:30 | Ceppellini, Alessandro v Chiurulli, Daniele | 6-1,6-4 |
| ITF Italy F18 Qual | 2016/06/26 08:00 | Rizzuti, Giovanni v Chiurulli, Daniele | 6-1,6-1 |
| ITF Italy F18 Qual | 2016/06/25 07:30 | Chiurulli, Daniele v Nicolas Moreno De Alboran | 6-1,6-1 |
| ITF Italy F15 | 2016/06/11 07:30 | Maccari, Federico v Chiurulli, Daniele | 3-6,6-3,7-6 |
| ITF Italy F13 | 2016/05/29 09:30 | Weidinger, Dominic v Chiurulli, Daniele | 6-1,6-3 |
| ITF Italy F13 | 2016/05/28 08:00 | Chiurulli, Daniele v Patric Prinoth | 6-0,6-2 |
| ITF Italy F12 Qual | 2016/05/21 10:45 | Chiurulli, Daniele v Andres Gabriel Ciurletti | 7-5,2-6,1-6 |
| ITF Italy F34 Qual | 2015/11/01 10:30 | Bradaric, Marin v Chiurulli, Daniele | 6-4,6-1 |
| ITF Italy F19 | 2016/07/04 09:00 | Caruana, Liam v Acquaroli, Gianluca | 6-3,6-0 |
| ITF Italy F19 | 2016/07/03 09:40 | Acquaroli, Gianluca v Giovanni Oradini | 0-6,6-4,6-4 |
| ITF Czech Republic F4 Qual | 2016/06/25 11:00 | Matej Vocel v Acquaroli, Gianluca | 6-2,6-1 |
| ITF Czech Republic F4 Qual | 2016/06/25 08:00 | Krawczynski, Karol v Acquaroli, Gianluca | 6-4,4-6,2-6 |
| ITF Romania F5 | 2016/06/04 10:30 | Acquaroli, Gianluca v Iordache, Sorin Andrei | 6-3,2-6,5-7 |
| ITF Bosnia and Herzegovina F3 Qual | 2016/05/22 09:00 | Acquaroli, Gianluca v Rajic, Dusan | 3-6,3-6 |