Round: 25 Ground: Clay
| ITF Italy F19 | 2016/07/06 08:00 | Filippo Baldi v Hernan Casanova | 3-6,1-6 |
| ITF Italy F19 | 2016/07/04 17:15 | Filippo Baldi v Alessandro Colella | 6-4,6-1 |
| ITF Italy F18 | 2016/06/30 14:00 | Daniele Capecchi v Filippo Baldi | 5-7,6-1,6-3 |
| Challenger Milan Qual | 2016/06/20 08:30 | Vaclav Safranek v Filippo Baldi | 6-4,7-5 |
| Challenger Milan Qual | 2016/06/19 12:00 | Filippo Baldi v Jose Hernandez-Fernandez | 7-5,6-4 |
| ITF Italy F15 | 2016/06/14 10:55 | Andrea Guerrieri v Filippo Baldi | 1-6,6-4,6-3 |
| ITF Italy F13 | 2016/06/02 09:00 | Filippo Baldi v Riccardo Bellotti | 4-6,2-6 |
| ITF Italy F13 | 2016/06/01 09:30 | Gavin Van Peperzeel v Filippo Baldi | 2-6,2-6 |
| ITF Italy F19 | 2016/07/05 18:50 | Alberto Brizzi v Cristian Garin | 4-6,6-3,3-6 |
| ITF Italy F15 | 2016/06/14 11:00 | Alberto Brizzi v Daniele Capecchi | 7-6,5-7,2-6 |
| ITF Italy F14 | 2016/06/08 14:35 | Joao Pedro Sorgi v Alberto Brizzi | 4-6,6-4,7-6 |
| ITF Italy F14 | 2016/06/06 09:45 | Pascal Meis v Alberto Brizzi | 4-6,2-6 |
| ITF Italy F13 | 2016/05/31 12:55 | Alberto Brizzi v Lorenzo Giustino | 4-6,6-4,2-6 |
| Challenger Mestre Qual | 2016/05/14 11:10 | Alberto Brizzi v Germain Gigounon | 2-6,0-6 |
| ITF Italy F10 | 2016/05/10 11:50 | Stefanos Tsitsipas v Alberto Brizzi | 4-6,6-1,6-4 |
| ITF Tunisia F10 | 2016/03/17 11:25 | Carlos Taberner v Alberto Brizzi | 6-4,6-3 |