Round: 54 Ground: Clay
| ITF Italy F30 | 2015/05/04 10:30 | Daniele Chiurulli v Federico Maccari | 3-6,5-7 |
| ITF Italy F31 | 2014/10/26 08:30 | Federico Maccari v Daniele Chiurulli | 3-6,6-3,6-3 |
| ITF Italy F14 Qual | 2016/06/05 08:00 | Federico Maccari v Nicolo Turchetti | 3-6,6-2,3-6 |
| ITF Italy F13 | 2016/05/29 07:30 | Federico Maccari v Giovanni Oradini | 2-6,4-6 |
| ITF Ukraine F3 | 2016/05/25 07:00 | Volodymyr Uzhylovskyi v Federico Maccari | 6-4,6-7,6-3 |
| ITF Ukraine F2 | 2016/05/19 07:30 | Federico Maccari v Alexander Lebedyn | 4-6,6-4,4-6 |
| ITF Italy F6 | 2016/04/12 07:30 | Federico Maccari v Marvin Netuschil | 5-7,6-7 |
| ITF Italy F6 Qual | 2016/04/10 08:00 | Federico Maccari v Andrea Borroni | 7-6,6-3 |
| ITF Italy F3 | 2016/03/15 09:30 | Federico Maccari v Markus Eriksson | 3-6,3-6 |
| ITF Italy F3 Qual | 2016/03/13 11:10 | Federico Maccari v Augusto Virgili | 6-2,6-4 |
| ITF Italy F13 | 2016/05/29 09:30 | Dominic Weidinger v Daniele Chiurulli | 6-1,6-3 |
| ITF Italy F13 | 2016/05/28 08:00 | Daniele Chiurulli v Patric Prinoth | 6-0,6-2 |
| ITF Italy F12 Qual | 2016/05/21 10:45 | Daniele Chiurulli v Andres Gabriel Ciurletti | 7-5,2-6,1-6 |
| ITF Italy F34 Qual | 2015/11/01 10:30 | Marin Bradaric v Daniele Chiurulli | 6-4,6-1 |
| ITF Italy F30 | 2015/10/03 09:30 | Simone Roncalli v Daniele Chiurulli | 4-6,6-3,6-3 |
| ITF Italy F30 | 2015/09/27 08:00 | Daniele Chiurulli v Luca Giacomini | 4-6,2-6 |
| ITF Italy F30 | 2015/09/26 08:00 | Nicolo Turchetti v Daniele Chiurulli | 6-4,3-6,6-7 |
| ITF Italy F27 | 2015/09/15 09:50 | Yannick Maden v Daniele Chiurulli | 6-1,6-2 |