Round: 25 Ground: Clay
| ITF Italy F13 | 2016/05/31 13:05 | Giovanni Oradini v Matteo Viola | 4-6,7-5,4-6 |
| 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 |
| ITF France F12 | 2016/06/29 10:00 | Caio Zampieri v Matteo Viola | 6-2,6-4 |
| ITF France F12 | 2016/06/28 13:50 | Matteo Viola v Zhizhen Zhang | 6-1,6-0 |
| Challenger Milan Qual | 2016/06/22 12:50 | Matteo Viola v Laslo Djere | 4-6,6-3,1-6 |
| Challenger Milan Qual | 2016/06/20 12:30 | Alejandro Gonzalez v Matteo Viola | 6-7,3-6 |
| Challenger Perugia | 2016/06/14 11:35 | Matteo Viola v Elias Ymer | 6-2,5-7,3-6 |
| ITF Italy F13 | 2016/06/04 13:30 | Riccardo Bellotti v Matteo Viola | 2-6,6-1,6-1 |
| ITF Italy F13 | 2016/06/03 11:00 | Lorenzo Giustino v Matteo Viola | 5-7,2-6 |
| ITF Italy F13 | 2016/06/02 10:40 | Danilo Petrovic v Matteo Viola | 6-7,4-6 |