Round: 25 Ground: Clay
| ITF Kazakhstan F6 | 2016/09/28 05:00 | Maxim Tybar v Sanjar Fayziev | 0-6,2-6 |
| ITF Kazakhstan F6 | 2016/09/26 04:00 | Maxim Tybar v George Tsivadze | 6-4,6-3 |
| ITF Belarus F1 | 2016/08/10 07:00 | Temur Ismailov v Maxim Tybar | 6-4,6-2 |
| ITF Belarus F1 | 2016/08/09 07:00 | Alexander Zgirovsky v Maxim Tybar | 4-6,1-6 |
| ITF Ukraine F2 | 2016/05/16 07:00 | Daniil Zarichanskiy v Maxim Tybar | 6-2,7-6 |
| ITF Ukraine F2 | 2016/05/15 07:00 | Georgii Kravchenko v Maxim Tybar | 6-7,4-6 |
| ITF Spain F11 | 2016/04/25 07:30 | Maxim Tybar v Luis Heredia Gomez | 7-6,6-3 |
| ITF Spain F10 Qual | 2016/04/18 08:00 | Jose Fco. Vidal Azorin v Maxim Tybar | 6-3,6-2 |
| ITF Kazakhstan F6 | 2016/09/29 04:00 | Roman Khassanov v Vladimir Ivanov | 3-6,4-6 |
| ITF Women Hua Hin | 2016/09/28 06:30 | Roman Khassanov v Riccardo Maiga | 6-4,6-4 |
| 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 |