Round: 26 Ground: Clay
| ITF Italy F12 | 2016/05/24 09:40 | Marco Bortolotti v Orlando Luz | 6-3,3-6,6-2 |
| Challenger Mestre Qual | 2016/05/15 13:30 | Marco Bortolotti v Nicolas Jarry | 6-7,5-7 |
| Challenger Mestre Qual | 2016/05/14 14:25 | Marco Bortolotti v Walter Trusendi | 6-3,6-3 |
| Challenger Heilbronn Qual | 2016/05/07 15:15 | Peter Torebko v Marco Bortolotti | 4-6,6-4,7-5 |
| Challenger Napoli | 2016/04/03 13:55 | Marco Bortolotti v Dimitar Kuzmanov | 3-6,7-5,6-7 |
| ITF Croatia F4 | 2016/03/23 10:00 | Vasile Antonescu v Marco Bortolotti | 6-2,2-6,7-6 |
| ITF Croatia F3 | 2016/03/18 10:00 | Pedro Martinez v Marco Bortolotti | 6-2,6-3 |
| ITF Croatia F3 | 2016/03/17 09:30 | Eduardo Dischinger v Marco Bortolotti | 3-6,2-6 |
| ITF Italy F12 | 2016/05/24 09:30 | Andrea Vavassori v Filippo Baldi | 4-6,6-7 |
| ITF Italy F12 Qual | 2016/05/22 11:40 | Filippo Baldi v Giovanni Fonio | 6-7,6-2,6-4 |
| ITF Italy F11 | 2016/05/19 08:00 | Filippo Baldi v Adelchi Virgili | 3-6,3-6 |
| ITF Italy F11 | 2016/05/18 13:40 | Filippo Baldi v Giovanni Oradini | 6-1,7-5 |
| ITF Italy F9 | 2016/05/03 09:10 | Viktor Durasovic v Filippo Baldi | 6-2,6-1 |
| ITF Greece F6 | 2016/04/26 10:20 | Filippo Baldi v Bruno Santanna | 6-7,6-2,1-6 |
| ITF Greece F5 | 2016/04/20 09:00 | Filippo Baldi v Mikelis Libietis | 5-7,5-7 |
| ITF Italy F4 | 2016/04/04 09:00 | Goncalo Oliveira v Filippo Baldi | 7-6,6-2 |