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