Round: 28 Ground: Clay
| Challenger Banja Luka | 2016/09/13 11:00 | Matteo Viola v Pedja Krstin | 5-7,5-7 |
| Challenger St Remy | 2016/09/08 13:00 | Alexandre Muller v Matteo Viola | 1-6,6-3,7-6 |
| Challenger St Remy | 2016/09/07 09:00 | Matteo Viola v Tobias Kamke | 6-1,5-7,6-1 |
| ITF Italy F27 | 2016/08/31 13:40 | Andrea Basso v Matteo Viola | 6-4,7-6 |
| ITF Italy F27 | 2016/08/30 18:50 | Omar Giacalone v Matteo Viola | 7-5,5-7,3-6 |
| ITF Italy F25 | 2016/08/18 10:30 | Maxime Chazal v Matteo Viola | 2-6,7-5,7-6 |
| ITF Italy F25 | 2016/08/17 10:30 | Marcel Felder v Matteo Viola | 2-6,6-0,2-6 |
| ITF Italy F25 | 2016/08/16 15:00 | Fred Gil v Matteo Viola | 4-6,5-7 |
| ITF Italy F33 | 2016/10/11 09:35 | Petru-Alexandru Luncanu v Filippo Baldi | 6-4,6-2 |
| ITF Italy F32 | 2016/10/06 08:00 | Yannick Maden v Filippo Baldi | 6-4,6-2 |
| ITF Italy F32 | 2016/10/05 07:30 | Filippo Baldi v Alberto Brizzi | 7-6,6-1 |
| ITF Italy F32 | 2016/10/03 10:00 | Michal Schmid v Filippo Baldi | 1-6,3-6 |
| ITF Hungary F6 | 2016/09/21 09:40 | Kristijan Mesaros v Filippo Baldi | 6-4,0-6,6-3 |
| ITF Hungary F6 | 2016/09/20 09:25 | Gabor-Janos Toth v Filippo Baldi | 1-6,2-6 |
| ITF Italy F28 | 2016/09/07 14:30 | Stefano Travaglia v Filippo Baldi | 6-3,6-2 |
| Challenger Manerbio Qual | 2016/08/20 12:55 | Albert Alcaraz Ivorra v Filippo Baldi | 1-6,6-4,6-1 |