Round: 27 Ground: Hardcourt outdoor
| ITF Women Hua Hin | 2016/10/05 06:30 | Pavel Kotov v Ilya Vasilyev | 6-0,6-4 |
| ITF Italy F32 | 2016/10/04 04:00 | Kento Yamada v Ilya Vasilyev | 1-6,6-1,1-6 |
| ITF Women Hua Hin | 2016/09/22 05:45 | Ivan Davydov v Ilya Vasilyev | 7-6,2-6,6-4 |
| ITF Kazakhstan F5 | 2016/09/21 04:00 | Pavel Petrov v Ilya Vasilyev | 2-6,3-6 |
| ITF Kazakhstan F5 | 2016/09/20 06:50 | Oleg Ladik v Ilya Vasilyev | 0-6,4-6 |
| Challenger Banja Luka Qual | 2016/09/10 08:30 | Aljaz Radinski v Ilya Vasilyev | 6-0,1-6,6-3 |
| ITF Russia F6 | 2016/08/18 07:00 | R. Urzua-Rivera v Ilya Vasilyev | 6-3,6-3 |
| ITF Russia F6 | 2016/08/17 07:00 | Ilya Vasilyev v Cristobal S-Corvalan | 6-4,6-2 |
| ITF Italy F36 | 2016/11/02 12:30 | Marco Bortolotti v Corrado Summaria | 2-6,2-6 |
| ITF Italy F36 | 2016/11/01 10:20 | Marco Bortolotti v Alessandro Luisi | 6-2,6-4 |
| 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 |