Round: 25 Ground: Hardcourt outdoor
| ITF Ukraine F5 | 2016/09/29 09:15 | Denis Yevseyev v Vasko Mladenov | 6-4,6-1 |
| ITF Ukraine F5 | 2016/09/28 09:30 | Daniil Zarichanskiy v Vasko Mladenov | 4-6,4-6 |
| ITF Ukraine F5 | 2016/09/27 07:00 | Leon Schutt v Vasko Mladenov | 6-7,7-6,4-6 |
| ITF Russia F8 | 2016/09/07 08:00 | Evgeny Karlovskiy v Vasko Mladenov | 6-4,7-5 |
| ITF Russia F8 | 2016/09/05 08:00 | Alexander Ovcharov v Vasko Mladenov | 4-6,4-6 |
| ITF Russia F7 | 2016/08/31 08:00 | Vasko Mladenov v Alexey Vatutin | 1-6,2-6 |
| ITF Russia F7 | 2016/08/30 12:00 | Vasko Mladenov v Denis Matsukevich | 6-4,6-2 |
| ITF Belarus F1 | 2016/08/12 07:00 | Vasko Mladenov v Yaraslav Shyla | 6-7,2-6 |
| ITF Ukraine F5 | 2016/09/27 10:00 | Adrian Andrzejczuk v Nikita Mashtakov | 5-7,6-2,4-6 |
| Challenger Szczecin Qual | 2016/09/11 09:00 | Adrian Andrzejczuk v Alexander Lazov | 3-6,3-6 |
| Challenger Szczecin Qual | 2016/09/10 11:20 | Adrian Andrzejczuk v Rafal Teurer | 2-6,6-1,6-3 |
| ITF Egypt F19 | 2016/08/10 16:00 | Giorgio Ricca v Adrian Andrzejczuk | 7-6,6-2 |
| ITF Egypt F18 | 2016/08/02 16:00 | Adrian Andrzejczuk v Olexiy Kolisnyk | 6-7,3-6 |
| ITF Egypt F15 | 2016/07/14 16:00 | Adrian Andrzejczuk v Issam Haitham Taweel | 3-6,2-6 |
| ITF Egypt F15 | 2016/07/13 19:35 | Adrian Andrzejczuk v Nikita Gudozhnikov | 6-4,6-0 |
| ITF Egypt F14 | 2016/07/07 17:15 | Aldin Setkic v Adrian Andrzejczuk | 6-4,6-3 |