Round: 25 Ground: Clay
| 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 Georgia F2 | 2016/08/05 07:00 | Ilya Vasilyev v Oleksandr Bielinskyi | 4-6,4-6 |
| ITF Georgia F2 | 2016/08/04 08:30 | Aleksandre Bakshi v Ilya Vasilyev | 0-6,2-6 |
| ITF India F5 | 2016/09/20 04:00 | Shonigmatjon Shofayziyev v Roman Khassanov | 6-4,6-1 |
| ITF Belarus F1 | 2016/08/11 13:00 | Dzmitry Zhyrmont v Roman Khassanov | 6-0,6-1 |
| ITF Belarus F1 | 2016/08/09 08:15 | Roman Khassanov v Sefa Suluoglu | 6-4,6-2 |
| Challenger Astana 2 | 2016/07/23 09:30 | Vishnu Vardhan v Roman Khassanov | 6-3,6-3 |
| ITF Russia F3 | 2016/07/05 08:45 | Marc Giner v Roman Khassanov | 3-6,6-3,6-1 |
| ITF Russia F3 Qual | 2016/07/04 07:00 | Roman Khassanov v Oleksandr Bielinskyi | 6-3,6-4 |
| ITF Russia F2 Qual | 2016/06/26 09:00 | Roman Khassanov v Mikhail Fufygin | 3-6,4-6 |
| ITF Kazakhstan F4 | 2016/04/27 07:15 | Roman Khassanov v Aleksandre Metreveli | 1-6,3-6 |