Round: 25 Ground: Hardcourt outdoor
| ITF Ukraine F6 | 2016/10/03 07:00 | Yuriy Kryvoy v Maksim Malyshev | 6-4,6-2 |
| ITF Ukraine F6 | 2016/10/02 07:00 | Oleksander Kyrychenko v Maksim Malyshev | 6-4,3-6,2-6 |
| ITF Ukraine F5 | 2016/09/28 08:30 | Denis Yevseyev v Maksim Malyshev | 6-4,6-1 |
| ITF Ukraine F5 | 2016/09/27 08:30 | Olexiy Kolisnyk v Maksim Malyshev | 1-6,1-6 |
| ITF Ukraine F5 | 2016/09/26 07:00 | Tadas Tarasevicius v Maksim Malyshev | 3-6,6-3,4-6 |
| ITF Ukraine F5 | 2016/09/25 09:30 | Mateusz Piatek v Maksim Malyshev | 0-6,1-6 |
| ITF Ukraine F4 | 2016/09/21 07:00 | Daniil Zarichanskiy v Maksim Malyshev | 6-4,6-2 |
| ITF Ukraine F4 Qual | 2016/09/19 07:00 | Maksim Malyshev v Oleksander Kyrychenko | 6-1,6-1 |
| ITF Ukraine F5 | 2016/09/27 10:00 | Adrian Andrzejczuk v Nikita Mashtakov | 5-7,6-2,4-6 |
| Challenger Szczecin Qual | 2016/09/11 09:00 | Adrian Andrzejczuk v Alexander Lazov | 3-6,3-6 |
| Challenger Szczecin Qual | 2016/09/10 11:20 | Adrian Andrzejczuk v Rafal Teurer | 2-6,6-1,6-3 |
| ITF Egypt F19 | 2016/08/10 16:00 | Giorgio Ricca v Adrian Andrzejczuk | 7-6,6-2 |
| ITF Egypt F18 | 2016/08/02 16:00 | Adrian Andrzejczuk v Olexiy Kolisnyk | 6-7,3-6 |
| ITF Egypt F15 | 2016/07/14 16:00 | Adrian Andrzejczuk v Issam Haitham Taweel | 3-6,2-6 |
| ITF Egypt F15 | 2016/07/13 19:35 | Adrian Andrzejczuk v Nikita Gudozhnikov | 6-4,6-0 |
| ITF Egypt F14 | 2016/07/07 17:15 | Aldin Setkic v Adrian Andrzejczuk | 6-4,6-3 |