Round: 25 Ground: Clay
| ITF Belarus F1 | 2016/08/12 07:00 | Vasko Mladenov v Яраслав Шила | 6-7,2-6 |
| ITF Belarus F1 | 2016/08/11 13:00 | Vasko Mladenov v Марат Девиатяров | 4-6,6-2,6-3 |
| ITF Belarus F1 | 2016/08/10 08:30 | Vasko Mladenov v Алон Елия | 6-4,7-5 |
| ITF Belarus F1 | 2016/08/08 11:40 | Vasko Mladenov v Alexander Lebedyn | 6-7,7-6,6-2 |
| Купа Дейвис | 2016/07/17 09:00 | Моез Ечаргуи v Vasko Mladenov | 7-6,5-7,6-7 |
| ITF Ukraine F3 | 2016/05/24 12:20 | Владислав Манафов v Vasko Mladenov | 6-3,6-4 |
| ITF Ukraine F2 | 2016/05/18 08:00 | Владимир Иванов v Vasko Mladenov | 6-3,6-2 |
| ITF Ukraine F1 | 2016/05/10 08:25 | Sander Gille v Vasko Mladenov | 6-4,7-5 |
| ITF Russia F6 | 2016/08/21 07:00 | Иван Гахов v Denis Matsukevich | 1-6,6-3,6-3 |
| ITF Russia F6 | 2016/08/20 09:30 | Denis Matsukevich v Евгени Карловский | 3-6,7-6,7-5 |
| ITF Russia F6 | 2016/08/19 07:00 | Александър Игошин v Denis Matsukevich | 4-6,5-7 |
| ITF Russia F6 | 2016/08/18 07:00 | Denis Matsukevich v Елмар Еюпович | 6-4,1-6,6-3 |
| ITF Russia F6 | 2016/08/16 10:10 | Denis Matsukevich v Павел Котов | 6-4,2-6,7-5 |
| ITF Russia F5 | 2016/08/09 07:00 | Тимур Киямов v Denis Matsukevich | 7-6,4-6,6-3 |
| ITF Russia F4 | 2016/08/03 07:00 | Александър Игошин v Denis Matsukevich | 7-6,6-3 |
| ITF Russia F4 | 2016/08/01 07:00 | Denis Matsukevich v Oleg Ladik | 6-1,6-0 |