Round: 27 Ground: Clay
| ITF Georgia F1 | 2016/07/28 08:00 | Petit, Gabriel v Vasilyev, Ilya | 2-6,6-4,6-7 |
| ITF Georgia F1 | 2016/07/27 09:00 | Vasilyev, Ilya v Ivan Gakhov | 2-6,6-3,7-6 |
| ITF Georgia F1 | 2016/07/26 06:00 | Vasilyev, Ilya v Bielinskyi, Oleksandr | 7-5,6-3 |
| ITF Georgia F1 | 2016/07/25 08:00 | Vasilyev, Ilya v Nadaf, Hamid Reza | 6-3,6-2 |
| ITF Russia F3 Qual | 2016/07/03 07:00 | Andrey Chepelev v Vasilyev, Ilya | 3-6,6-3,6-4 |
| ITF Russia F2 | 2016/07/01 08:00 | Evgeny Karlovskiy v Vasilyev, Ilya | 6-3,6-1 |
| ITF Russia F2 | 2016/06/28 09:25 | Vasilyev, Ilya v Alexander Bublik | 3-6,7-6,6-3 |
| ITF Russia F1 | 2016/06/20 09:15 | Sokolovskiy, Mikhail v Vasilyev, Ilya | 6-2,3-6,6-2 |
| ITF Georgia F1 | 2016/07/28 08:00 | Ornago, Fabrizio v Ubiergo, Jordan | 3-6,6-3,2-6 |
| ITF Georgia F1 | 2016/07/27 13:40 | Egor Matvievici v Ubiergo, Jordan | 2-6,0-6 |
| ITF Romania F9 | 2016/07/23 09:00 | Dima, Dragos v Ubiergo, Jordan | 6-2,7-5 |
| ITF Romania F9 | 2016/07/22 08:00 | Ubiergo, Jordan v Frunza, Nicolae | 4-6,6-2,6-4 |
| ITF Romania F9 | 2016/07/21 09:30 | Ubiergo, Jordan v Niesten, Miliaan | 7-5,6-4 |
| ITF Belgium F4 | 2016/07/05 11:30 | Petit, Gabriel v Ubiergo, Jordan | 6-3,6-3 |
| ITF Romania F8 | 2016/07/02 11:00 | Niesten, Miliaan v Ubiergo, Jordan | 6-2,6-1 |
| ITF Romania F8 | 2016/07/01 09:30 | Gaspar Murta, Andre v Ubiergo, Jordan | 7-6,4-6,1-6 |