Round: 26 Ground: Hardcourt outdoor
| 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 |
| ITF Kazakhstan F6 | 2016/09/27 06:40 | Sagadat Ayap v Riccardo Maiga | 5-7,1-6 |
| ITF Kazakhstan F5 | 2016/09/20 08:10 | Riccardo Maiga v Mikhail Fufygin | 3-6,2-6 |
| Challenger Genova Qual | 2016/09/05 09:00 | Danilo Petrovic v Riccardo Maiga | 6-1,6-2 |
| Challenger Genova Qual | 2016/09/04 15:04 | Matteo Siccardi v Riccardo Maiga | 3-6,6-4,0-5 |
| ITF Romania F15 | 2016/08/29 07:00 | Riccardo Maiga v Darko Bojanovic | 2-6,6-4,4-6 |
| ITF Romania F15 | 2016/08/28 07:00 | Riccardo Maiga v Mihaita Daniel Damian | 6-0,6-0 |
| ITF Switzerland F4 | 2016/08/23 13:20 | Adrien Bossel v Riccardo Maiga | 7-6,1-6,6-0 |
| ITF Switzerland F3 | 2016/08/18 13:20 | Tobias Simon v Riccardo Maiga | 6-3,3-6,6-4 |