Round: 44 Ground: Clay
| ITF Ukraine F6 | 2016/10/02 07:00 | Oleksander Kyrychenko v Maksim Malyshev | 6-4,3-6,2-6 |
| ITF Ukraine F4 Qual | 2016/09/19 07:00 | Maksim Malyshev v Oleksander Kyrychenko | 6-1,6-1 |
| 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 Slovakia F1 | 2016/07/24 07:00 | Leon Petko v Fabian Marozsan | 1-6,0-6 |