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