Round: 26 Ground: Clay
| ITF Italy F18 | 2016/06/28 12:05 | Francesco Picco v Andrea Bolla | 3-6,6-2,6-1 |
| ITF Italy F16 | 2016/06/22 15:00 | Miki Jankovic v Francesco Picco | 6-4,6-4 |
| ITF Italy F16 | 2016/06/21 14:00 | Francesco Picco v Andrea Guerrieri | 6-3,6-2 |
| ITF Italy F15 | 2016/06/17 08:00 | Markus Eriksson v Francesco Picco | 6-1,6-1 |
| ITF Italy F15 | 2016/06/15 12:55 | Adelchi Virgili v Francesco Picco | 3-6,7-6,4-6 |
| ITF Italy F15 | 2016/06/13 07:30 | Matteo De Vincentis v Francesco Picco | 1-6,3-6 |
| ITF Turkey F47 | 2015/12/01 10:45 | Francesco Picco v Matteo Tinelli | 6-0,6-4 |
| ITF Turkey F47 | 2015/11/30 09:45 | Francesco Picco v George Von Massow | 4-6,3-6 |
| ITF Italy F18 | 2016/06/27 18:45 | Andrea Guerrieri v Federico Maccari | 3-6,3-6 |
| ITF Italy F16 Qual | 2016/06/18 08:00 | Federico Maccari v Lorenzo Abbruciati | 3-6,5-7 |
| ITF Italy F15 | 2016/06/12 07:00 | Federico Maccari v Blake Ellis | 6-4,1-6,4-6 |
| ITF Italy F15 | 2016/06/11 07:30 | Federico Maccari v Daniele Chiurulli | 3-6,6-3,7-6 |
| 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 |