Round: 25 Ground: Hardcourt outdoor
| Davis Cup | 2016/07/17 09:00 | Moez Echargui v Vasko Mladenov | 7-6,5-7,6-7 |
| ITF Ukraine F3 | 2016/05/24 12:20 | Vladyslav Manafov v Vasko Mladenov | 6-3,6-4 |
| ITF Ukraine F2 | 2016/05/18 08:00 | Vladimir Ivanov 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 Kazakhstan F4 | 2016/04/26 06:50 | Alex Molcan v Vasko Mladenov | 6-1,6-3 |
| ITF Kazakhstan F3 Qual | 2016/04/19 06:55 | Matias Zukas v Vasko Mladenov | 6-3,6-2 |
| ITF Egypt F6 | 2016/02/25 08:00 | Antonio Massara v Vasko Mladenov | 6-3,6-3 |
| ITF Egypt F6 | 2016/02/23 08:00 | Vasko Mladenov v Libor Salaba | 3-6,6-3,6-0 |
| ITF Ukraine F3 | 2016/05/24 10:15 | Alexander Lebedyn v Oleg Khotkov | 6-7,1-6 |
| ITF Ukraine F3 | 2016/05/22 07:00 | Alexander Lebedyn v Vasil Yehorov | 6-0,6-4 |
| ITF Ukraine F2 | 2016/05/19 12:00 | Vladimir Ivanov v Alexander Lebedyn | 3-6,6-4,6-2 |
| ITF Ukraine F2 | 2016/05/19 07:30 | Federico Maccari v Alexander Lebedyn | 4-6,6-4,4-6 |
| ITF Ukraine F2 | 2016/05/16 07:00 | Alexander Lebedyn v Denys Gevel | 6-1,6-1 |
| ITF Ukraine F2 | 2016/05/15 07:00 | Alexander Lebedyn v Igor Dudun | 6-0,6-0 |
| ITF Ukraine F1 | 2016/05/08 10:30 | Alexander Lebedyn v Vladyslav Lobak | 7-6,2-6,1-6 |
| ITF Egypt F10 | 2016/03/20 09:00 | Kristian Lozan v Alexander Lebedyn | 6-4,6-0 |