Round: 28 Ground: Clay
| ITF Italy F12 | 2016/05/26 16:25 | Alessandro Bega v Lorenzo Frigerio | 6-7,3-6 |
| ITF Italy F12 | 2016/05/25 11:50 | Lorenzo Frigerio v Jurabek Karimov | 6-1,6-1 |
| ITF Italy F12 | 2016/05/24 18:20 | Lorenzo Frigerio v Riccardo Sinicropi | 6-3,2-6,6-4 |
| ITF Bulgaria F1 | 2016/05/19 09:15 | Gabriel Donev v Lorenzo Frigerio | 3-6,7-5,6-2 |
| ITF Bulgaria F1 | 2016/05/17 08:55 | Daniel Pashayan v Lorenzo Frigerio | 0-6,1-6 |
| ITF Italy F10 | 2016/05/11 10:00 | Lorenzo Frigerio v Samuel Bensoussan | 5-7,2-6 |
| ITF Italy F9 | 2016/05/05 09:35 | Lorenzo Frigerio v Gian Marco Moroni | 5-7,1-6 |
| ITF Italy F9 | 2016/05/04 12:10 | Viktor Durasovic v Lorenzo Frigerio | 6-7,3-6 |
| ITF Italy F12 | 2016/05/26 13:00 | Marco Bortolotti v Khumoyun Sultanov | 6-2,6-0 |
| ITF Italy F12 | 2016/05/25 12:50 | Marco Bortolotti v Filippo Baldi | 3-6,7-5,7-5 |
| 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 |