Round: 44 Ground: Clay
| ITF Ukraine F2 | 2015/05/17 09:00 | Oleksander Kyrychenko v Maksim Malyshev | 6-2,4-6,6-4 |
| ITF Belarus F1 | 2014/10/13 07:00 | Maksim Malyshev v Oleksander Kyrychenko | 6-4,6-4 |
| ITF Belarus F1 | 2016/08/09 09:55 | Maksim Malyshev v Aleksandr Malyshev | 4-6,3-6 |
| ITF Belarus F1 Qual | 2016/08/07 08:00 | Maksim Malyshev v Dmitry Resnyanskiy | 6-0,6-3 |
| ITF China F10 Qual | 2016/06/27 04:45 | Maksim Malyshev v Alberto Lim | 6-4,3-6,3-6 |
| ITF Hong Kong F3 | 2016/06/17 22:00 | Maksim Malyshev v Alexander Centenari | 3-6,2-6 |
| ITF Hong Kong F2 Qual | 2016/06/10 22:00 | Maksim Malyshev v Xi Qi | 6-2,5-7,3-6 |
| ITF Hong Kong F1 Qual | 2016/06/03 22:00 | Maksim Malyshev v Jonathan Gray | 6-7,5-7 |
| ITF China F7 Qual | 2016/05/16 03:35 | Maksim Malyshev v Wei-De Lin | 4-6,3-6 |
| ITF China F7 Qual | 2016/05/15 07:30 | Jake Delaney v Maksim Malyshev | 4-6,0-6 |
| ITF Ukraine F4 Qual | 2016/09/18 09:30 | Oleksander Kyrychenko v Michal Kominek | 6-3,6-2 |
| ITF Ukraine F4 Qual | 2016/09/17 07:00 | Oleksander Kyrychenko v Dmitry Resnyanskiy | 6-2,6-2 |
| ITF Turkey F22 | 2016/05/29 11:30 | Joshua Paris v Oleksander Kyrychenko | 6-1,7-6 |
| ITF Ukraine F2 | 2016/05/19 08:30 | Lukas Mugevicius v Oleksander Kyrychenko | 7-5,4-6,6-0 |
| ITF Ukraine F2 | 2016/05/16 07:00 | Oleksander Kyrychenko v Anatoliy Petrenko | 6-4,7-6 |
| ITF Ukraine F2 | 2016/05/15 08:00 | Vladyslav Orlov v Oleksander Kyrychenko | 4-6,1-6 |
| ITF Ukraine F1 | 2016/05/09 06:30 | Anatoliy Petrenko v Oleksander Kyrychenko | 6-2,6-0 |
| ITF Belarus F1 Qual | 2015/10/18 11:00 | Ivan Davydov v Oleksander Kyrychenko | 7-6,6-3 |