Round: 25 Ground: Clay
| ITF Italy F34 | 2016/10/18 08:30 | Marco Bortolotti v Stefano Reitano | 6-4,3-6,6-7 |
| Challenger Casablanca Qual | 2016/10/09 11:30 | Danilo Petrovic v Marco Bortolotti | 6-1,6-0 |
| Challenger Casablanca Qual | 2016/10/08 15:45 | Ayoub Benamar v Marco Bortolotti | 4-6,1-6 |
| Challenger Rome 2 Qual | 2016/09/24 13:40 | Marco Bortolotti v Antonio Sancic | 6-4,2-6,4-6 |
| ITF Tunisia F24 | 2016/09/23 08:30 | Franco Agamenone v Marco Bortolotti | 6-4,1-6,6-4 |
| ITF Tunisia F24 | 2016/09/22 10:05 | Dimitriy Voronin v Marco Bortolotti | 3-6,1-6 |
| ITF Tunisia F24 | 2016/09/20 09:00 | Dante Gennaro v Marco Bortolotti | 4-6,5-7 |
| ITF Tunisia F24 | 2016/09/19 09:00 | Marco Bortolotti v Laerte Di Falco | 6-3,6-2 |
| ITF Italy F35 | 2016/10/24 10:30 | Alessandro Luisi v Davide Della Tommasina | 1-6,6-2,6-7 |
| ITF Italy F34 | 2016/10/17 12:00 | Nicola Ghedin v Alessandro Luisi | 6-7,6-3,6-4 |
| ITF Italy F33 | 2016/10/10 09:00 | Alessandro Luisi v Alessandro Ceppellini | 4-6,4-6 |
| ITF Italy F33 Qual | 2016/10/09 08:00 | Alessandro Luisi v Marco Miceli | 7-5,6-2 |
| ITF Italy F32 | 2016/10/03 10:00 | Alessandro Luisi v Davide Della Tommasina | 4-6,6-4,6-7 |
| ITF Italy F32 | 2016/10/03 09:00 | Alessandro Luisi v David D Tommasina | 4-6,6-4,6-7 |
| ITF Italy F32 Qual | 2016/10/02 07:30 | Alessandro Luisi v Stefano Reitano | 6-1,6-4 |
| ITF Italy F31 Qual | 2016/09/24 07:30 | Alessandro Luisi v Alessio Giannuzzi | 6-0,3-6,5-7 |