Round: 25 Ground: Clay
| 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 Georgia F2 | 2016/08/03 11:05 | Ilya Vasilyev v Antoine Walch | 6-4,6-3 |
| ITF Georgia F1 | 2016/07/30 07:15 | Lukas Mugevicius v Ilya Vasilyev | 3-6,5-7 |
| ITF Georgia F1 | 2016/07/29 09:00 | Ilya Vasilyev v Jordan Ubiergo | 6-4,6-3 |
| ITF Georgia F1 | 2016/07/28 08:00 | Gabriel Petit v Ilya Vasilyev | 2-6,6-4,6-7 |
| 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 |
| ITF Kazakhstan F4 | 2016/04/26 09:55 | Denis Yevseyev v Roman Khassanov | 7-6,4-6,5-7 |