Round: 54 Ground: Clay
| ITF Italy F9 Qual | 2016/04/30 08:00 | Pierdanio Lo Priore v Giuliano Benedetti | 6-2,6-1 |
| ITF Italy F7 Qual | 2016/04/17 08:00 | Leonard Von Hindte v Giuliano Benedetti | 6-1,7-6 |
| ITF Italy F7 Qual | 2016/04/16 07:30 | Giuliano Benedetti v Adrian Oetzbach | 7-5,7-6 |
| ITF Italy F15 | 2016/06/12 07:00 | Giovanni Oradini v Matteo De Vincentis | 3-6,3-6 |
| ITF Italy F15 | 2016/06/11 07:30 | Toby Martin v Giovanni Oradini | 6-7,6-4,1-6 |
| ITF Italy F14 Qual | 2016/06/04 15:20 | Jacopo Stefanini v Giovanni Oradini | 6-3,7-5 |
| ITF Italy F13 | 2016/05/31 13:05 | Giovanni Oradini v Matteo Viola | 4-6,7-5,4-6 |
| ITF Italy F13 | 2016/05/30 09:50 | Giovanni Oradini v Filippo Mora | 6-0,6-1 |
| ITF Italy F13 | 2016/05/29 07:30 | Federico Maccari v Giovanni Oradini | 2-6,4-6 |
| 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 |