Round: 27 Ground: Clay
| ITF Ukraine F5 | 2016/09/28 08:30 | Denis Yevseyev v Maksim Malyshev | 6-4,6-1 |
| ITF Ukraine F5 | 2016/09/27 08:40 | Denys Molchanov v Denis Yevseyev | 1-6,6-1,2-6 |
| ITF Ukraine F4 | 2016/09/21 07:00 | Lukas Mugevicius v Denis Yevseyev | 6-3,6-2 |
| ITF Ukraine F4 | 2016/09/20 08:00 | Vladyslav Lobak v Denis Yevseyev | 3-6,3-6 |
| ITF Russia F8 Qual | 2016/09/04 07:00 | Denis Yevseyev v Yash Vardhan Singh | 6-3,6-0 |
| ITF Russia F7 Qual | 2016/08/27 07:00 | Denis Yevseyev v Nikita Mishin | 7-5,4-6,0-6 |
| ITF Belarus F1 | 2016/08/08 10:05 | Dzmitry Zhyrmont v Denis Yevseyev | 6-3,2-6,6-4 |
| Challenger Astana 2 | 2016/07/25 08:20 | Denis Yevseyev v Yuya Kibi | 0-6,4-6 |
| 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 Belarus F1 | 2016/08/11 13:00 | Vasko Mladenov v Marat Deviatiarov | 4-6,6-2,6-3 |