Round: 44 Ground: Clay
| ITF Ukraine F2 | 2016/05/15 07:00 | Roman Boychuk v Nikita Mashtakov | 6-7,5-7 |
| ITF Ukraine F1 | 2016/05/07 07:30 | Roman Boychuk v Danylo Veremeychuk | 2-6,6-4,2-6 |
| ITF Egypt F4 | 2016/02/06 10:30 | Socrates Leon Tsoronis v Roman Boychuk | 3-6,6-3,6-3 |
| ITF Egypt F3 | 2016/01/31 10:00 | Lukas Koncilia v Roman Boychuk | 7-5,6-1 |
| ITF Egypt F2 | 2016/01/24 08:00 | Roman Boychuk v Oleksandr Bielinskyi | 3-6,2-6 |
| ITF Egypt F1 | 2016/01/20 09:05 | Roman Boychuk v Mateusz Terczynski | 3-6,4-6 |
| ITF Ukraine F4 Qual | 2015/09/27 10:00 | Roman Boychuk v Leo Julien Sebaoun | 0-6,1-6 |
| ITF Poland F4 Qual | 2015/08/30 07:30 | Oleg Prihodko v Roman Boychuk | 6-0,6-4 |
| 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 06:30 | Danylo Veremeychuk v Sergiy Sergiienko | 7-6,4-6,6-4 |
| ITF Greece F6 | 2016/04/23 11:30 | Sergiy Sergiienko v Daniel Hobart | 3-6,4-6 |
| ITF Egypt F10 | 2016/03/19 11:30 | Yurii Dzhavakian v Sergiy Sergiienko | 6-1,6-3 |
| ITF Egypt F9 | 2016/03/12 08:00 | Sergiy Sergiienko v Hady Habib | 3-6,6-7 |
| ITF Egypt F8 | 2016/03/06 12:00 | Sergiy Sergiienko v Roman Khassanov | 1-6,4-6 |
| ITF Egypt F8 | 2016/03/05 12:30 | Dmitry Resnyanskiy v Sergiy Sergiienko | 3-6,3-6 |
| ITF Czech Republic F8 Qual | 2015/11/30 13:25 | Pavel Motl v Sergiy Sergiienko | 6-3,6-3 |