Round: 25 Ground: Clay
| ITF Italy F18 | 2016/07/01 14:40 | Capecchi, Daniele v Antonio Massara | 5-7,6-3,3-6 |
| ITF Italy F18 | 2016/06/30 14:00 | Capecchi, Daniele v Baldi, Filippo | 5-7,6-1,6-3 |
| Challenger Milan Qual | 2016/06/20 08:30 | Capecchi, Daniele v Lorenzo Sonego | 4-6,2-6 |
| Challenger Milan Qual | 2016/06/19 09:30 | Capecchi, Daniele v Ornago, Fabrizio | 6-2,6-3 |
| Challenger Milan Qual | 2016/06/18 08:00 | Linzer, Michael v Capecchi, Daniele | 5-7,2-6 |
| ITF Italy F15 | 2016/06/16 17:25 | Capecchi, Daniele v Joao Domingues | 2-6,1-6 |
| ITF Italy F15 | 2016/06/14 11:00 | Brizzi, Alberto v Capecchi, Daniele | 7-6,5-7,2-6 |
| ITF Italy F11 | 2016/05/22 08:45 | Capecchi, Daniele v Di Nicola, Gianluca | 7-5,3-6,2-6 |
| ITF Italy F20 Qual | 2016/07/10 07:30 | Borella, Filippo v Bertuccioli, Federico | 3-6,1-6 |
| ITF Italy F20 Qual | 2016/07/09 07:30 | Bertuccioli, Federico v Filip, Vladimir | 6-3,6-1 |
| ITF Italy F19 | 2016/07/02 16:20 | Narcisi, Luca v Bertuccioli, Federico | 6-2,4-6,6-4 |
| ITF Italy F16 Qual | 2016/06/18 09:50 | Carli, Christian v Bertuccioli, Federico | 6-4,6-4 |
| ITF Italy F13 | 2016/05/29 07:30 | Goncalo Oliveira v Bertuccioli, Federico | 6-2,6-4 |
| ITF Croatia F1 | 2016/02/29 11:00 | Bertuccioli, Federico v Roberto, Riccardo | 5-7,1-6 |
| ITF Croatia F1 | 2016/02/27 08:30 | Bertuccioli, Federico v Ambrozic, David Lucas | 6-4,6-1 |