Round: 25 Ground: Clay
| ITF Italy F21 | 2016/07/19 11:00 | Filippo Baldi v Alberto Brizzi | 0-6,6-7 |
| 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 |