Round: 25 Ground: Clay
| ITF Belarus F1 | 2016/08/12 07:00 | Mladenov, Vasko v Shyla, Yaraslau | 6-7,2-6 |
| ITF Belarus F1 | 2016/08/11 13:00 | Mladenov, Vasko v Deviatiarov, Marat | 4-6,6-2,6-3 |
| ITF Belarus F1 | 2016/08/10 08:30 | Mladenov, Vasko v Elia, Alon | 6-4,7-5 |
| ITF Belarus F1 | 2016/08/08 11:40 | Mladenov, Vasko v Lebedyn, Alexander | 6-7,7-6,6-2 |
| Coupe Davis | 2016/07/17 09:00 | Moez Echargui v Mladenov, Vasko | 7-6,5-7,6-7 |
| ITF Ukraine F3 | 2016/05/24 12:20 | Manafov, Vladyslav v Mladenov, Vasko | 6-3,6-4 |
| ITF Ukraine F2 | 2016/05/18 08:00 | Ivanov, Vladimir v Mladenov, Vasko | 6-3,6-2 |
| ITF Ukraine F1 | 2016/05/10 08:25 | Gille, Sander v Mladenov, Vasko | 6-4,7-5 |
| ITF Russia F6 | 2016/08/21 07:00 | Ivan Gakhov v Matsukevitch, Denis | 1-6,6-3,6-3 |
| ITF Russia F6 | 2016/08/20 09:30 | Matsukevitch, Denis v Evgeny Karlovskiy | 3-6,7-6,7-5 |
| ITF Russia F6 | 2016/08/19 07:00 | Igoshin, Alexander v Matsukevitch, Denis | 4-6,5-7 |
| ITF Russia F6 | 2016/08/18 07:00 | Matsukevitch, Denis v Elmar Ejupovic | 6-4,1-6,6-3 |
| ITF Russia F6 | 2016/08/16 10:10 | Matsukevitch, Denis v Pavel Kotov | 6-4,2-6,7-5 |
| ITF Russia F5 | 2016/08/09 07:00 | Kiyamov, Timur v Matsukevitch, Denis | 7-6,4-6,6-3 |
| ITF Russia F4 | 2016/08/03 07:00 | Igoshin, Alexander v Matsukevitch, Denis | 7-6,6-3 |
| ITF Russia F4 | 2016/08/01 07:00 | Matsukevitch, Denis v Ladik, Oleg | 6-1,6-0 |