Round: 62 Ground: Clay
| ITF Italy F1 Qual | 2016/02/27 08:30 | Federico Maccari v Giovanni Oradini | 6-4,6-4 |
| ITF Italy F32 Qual | 2014/09/13 10:00 | Federico Maccari v Giovanni Oradini | 7-6,6-0 |
| 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 F3 Qual | 2016/03/12 14:00 | Federico Maccari v Mats Hermans | 6-3,6-4 |
| ITF Italy F2 Qual | 2016/03/05 09:30 | Federico Maccari v Gijs Brouwer | 4-6,6-1,5-7 |
| ITF Italy F13 | 2016/05/28 08:00 | Giovanni Oradini v Michele Longo | 6-3,6-7,6-3 |
| Challenger Vicenza Qual | 2016/05/21 14:45 | Danilo Petrovic v Giovanni Oradini | 6-1,6-1 |
| ITF Italy F11 | 2016/05/18 13:40 | Filippo Baldi v Giovanni Oradini | 6-1,7-5 |
| ITF Italy F11 Qual | 2016/05/16 14:35 | Giovanni Oradini v Francesco Bessire | 6-4,6-3 |
| ITF Italy F11 Qual | 2016/05/16 10:25 | Raul Brancaccio v Giovanni Oradini | 3-6,4-6 |
| ITF Italy F11 Qual | 2016/05/15 14:05 | Giovanni Oradini v Giacomo De Carlo | 6-1,6-0 |
| ITF Italy F9 | 2016/05/03 10:15 | Samuel Bensoussan v Giovanni Oradini | 6-4,6-3 |
| ITF Italy F9 Qual | 2016/05/01 08:00 | Giovanni Oradini v Giovanni Calvano | 6-0,6-3 |