Round: 44 Ground: Hardcourt outdoor
| ITF Ukraine F4 | 2016/09/20 07:00 | Gleb Alekseenko v Vladyslav Orlov | 6-3,7-5 |
| ITF Tunisia F23 | 2016/09/11 12:00 | Vladyslav Orlov v Hugo Pontico | 3-6,3-6 |
| ITF Tunisia F22 | 2016/09/03 09:00 | Vladyslav Orlov v Lorenzo Joaquin Rodriguez | 2-6,0-6 |
| ITF Egypt F13 | 2016/06/27 19:00 | Vladyslav Orlov v Nikita Gudozhnikov | 2-6,4-6 |
| ITF Ukraine F3 | 2016/05/23 09:30 | Volodymyr Uzhylovskyi v Vladyslav Orlov | 4-6,6-1,6-0 |
| ITF Ukraine F2 | 2016/05/15 08:00 | Vladyslav Orlov v Oleksander Kyrychenko | 4-6,1-6 |
| 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 Ukraine F5 | 2016/09/27 07:00 | Yurii Dzhavakian v Oleksandr Bielinskyi | 3-6,4-6 |
| ITF Ukraine F5 | 2016/09/26 07:00 | Tadas Babelis v Yurii Dzhavakian | 2-6,3-6 |
| ITF Ukraine F5 | 2016/09/25 07:00 | Yurii Dzhavakian v Vladyslav Lobak | 6-4,7-5 |
| ITF Ukraine F5 | 2016/09/24 09:30 | Giovanni Oradini v Yurii Dzhavakian | 5-7,7-5,4-6 |
| ITF Ukraine F4 | 2016/09/20 10:20 | Julian Onken v Yurii Dzhavakian | 6-3,6-3 |
| ITF Ukraine F4 Qual | 2016/09/19 08:40 | Roman Boychuk v Yurii Dzhavakian | 5-7,3-6 |
| ITF Ukraine F4 Qual | 2016/09/18 09:30 | Mateusz Piatek v Yurii Dzhavakian | 2-6,3-6 |
| ITF Egypt F20 | 2016/08/16 17:20 | Riccardo Bonadio v Yurii Dzhavakian | 6-4,7-5 |