Round: 25 Ground: Clay
| ITF Ukraine F1 | 2016/05/10 10:55 | Kristian Lozan v Volodymyr Uzhylovskyi | 5-7,7-6,6-3 |
| Challenger Rome Qual | 2016/04/30 12:55 | Ivan Nedelko v Volodymyr Uzhylovskyi | 6-2,6-4 |
| Challenger Rome Qual | 2016/04/30 10:10 | Volodymyr Uzhylovskyi v Gianmarco De Santis | 2-6,6-1,6-1 |
| ITF Israel F6 | 2016/03/20 08:30 | Volodymyr Uzhylovskyi v Yannai Barkai | 1-6,3-6 |
| ITF Israel F6 | 2016/03/19 09:00 | Volodymyr Uzhylovskyi v Emmanuel Luria | 1-6,7-5,6-1 |
| ITF Egypt F33 | 2015/11/24 12:30 | Jan Zielinski v Volodymyr Uzhylovskyi | 6-4,6-1 |
| ITF Egypt F33 | 2015/11/17 12:30 | Volodymyr Uzhylovskyi v Kamil Gajewski | 1-6,4-6 |
| ITF Egypt F33 | 2015/11/16 12:30 | Volodymyr Uzhylovskyi v Maxime Guichoud | 6-4,6-3 |
| ITF Ukraine F1 | 2016/05/10 09:10 | Joran Vliegen v Vladyslav Orlov | 7-5,6-1 |
| ITF Ukraine F1 | 2016/05/09 06:30 | Vladyslav Orlov v Daniil Tsebrenko | 6-3,6-3 |
| ITF Egypt F12 | 2016/04/05 08:00 | Vladyslav Orlov v Tomas Papik | 0-6,2-6 |
| ITF Egypt F12 | 2016/04/04 08:00 | Vladyslav Orlov v Michal Kominek | 6-0,6-1 |
| ITF Egypt F3 | 2016/02/01 09:45 | Keelan Oakley v Vladyslav Orlov | 6-2,6-0 |
| ITF Egypt F3 | 2016/01/31 10:00 | Bogdan Didenko v Vladyslav Orlov | 7-6,3-6,2-6 |
| ITF Egypt F2 | 2016/01/25 08:00 | Oleg Khotkov v Vladyslav Orlov | 6-3,6-1 |
| ITF Egypt F2 | 2016/01/24 08:00 | Alessandro Ingarao v Vladyslav Orlov | 6-7,2-6 |