Round: 44 Ground: Hardcourt outdoor
| ITF Ukraine F2 | 2016/05/15 07:00 | Georgii Kravchenko v Maxim Tybar | 6-7,4-6 |
| ITF Ukraine F2 | 2016/05/14 06:30 | Sergiy Sergiienko v Georgii Kravchenko | 4-6,6-3,3-6 |
| ITF Ukraine F1 | 2016/05/09 07:00 | Georgii Kravchenko v Nikita Mashtakov | 5-7,1-6 |
| ITF Ukraine F1 | 2016/05/09 06:30 | Yuriy Kryvoy v Georgii Kravchenko | 5-7,6-4,3-6 |
| ITF Ukraine F3 | 2016/05/25 08:00 | Ivan Nedelko v Danylo Veremeychuk | 6-3,6-2 |
| ITF Ukraine F3 | 2016/05/24 09:50 | Danylo Veremeychuk v Kristian Lozan | 7-6,2-6,6-3 |
| ITF Ukraine F3 | 2016/05/23 07:00 | Danylo Veremeychuk v Denis Milchenko | 6-3,2-6,7-6 |
| ITF Ukraine F3 | 2016/05/22 07:00 | Yuriy Kryvoy v Danylo Veremeychuk | 6-7,6-1,2-6 |
| ITF Ukraine F1 | 2016/05/10 14:05 | Kamil Majchrzak v Danylo Veremeychuk | 6-1,6-2 |
| ITF Ukraine F1 | 2016/05/09 12:35 | Yurii Dzhavakian v Danylo Veremeychuk | 0-6,4-6 |
| ITF Ukraine F1 | 2016/05/09 06:30 | Danylo Veremeychuk v Sergiy Sergiienko | 7-6,4-6,6-4 |
| ITF Ukraine F1 | 2016/05/07 07:30 | Roman Boychuk v Danylo Veremeychuk | 2-6,6-4,2-6 |