Round: 44 Ground: Hardcourt outdoor
| ITF - Ukraine F3 | 2015/05/25 07:00 | Yuriy Kryvoy v Maksim Malyshev | 3-6,2-6 |
| ITF - Ukraine F6 | 2016/10/02 07:00 | Yuriy Kryvoy v Oleg Kurbatov | 6-3,6-3 |
| ITF - Ukraine F5 | 2016/09/25 07:00 | Yuriy Kryvoy v Kristjan Tamm | 3-6,3-6 |
| ITF - Ukraine F4 | 2016/09/19 10:20 | Oleg Prihodko v Yuriy Kryvoy | 6-2,6-4 |
| ITF - Weißrussland F1 - Qualifikation | 2016/08/08 07:00 | Yuriy Kryvoy v Ewan Moore | 5-7,3-6 |
| ITF - Ukraine F3 | 2016/05/22 07:00 | Yuriy Kryvoy v Danylo Veremeychuk | 6-7,6-1,2-6 |
| ITF - Ukraine F2 | 2016/05/18 08:00 | Sander Gille v Yuriy Kryvoy | 6-4,6-3 |
| ITF - Ukraine F2 | 2016/05/16 07:00 | Oleg Khotkov v Yuriy Kryvoy | 6-3,6-1 |
| ITF - Ukraine F2 | 2016/05/15 07:00 | Daniil Tsebrenko v Yuriy Kryvoy | 2-6,6-4,3-6 |
| 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 - Qualifikation | 2016/09/19 07:00 | Maksim Malyshev v Oleksander Kyrychenko | 6-1,6-1 |
| ITF - Weißrussland F1 | 2016/08/09 09:55 | Maksim Malyshev v Aleksandr Malyshev | 4-6,3-6 |