| Ukrán Win Cup | 12/05 07:30 | - | Nikolay Plakhteev v Ivan Oleynik | W | 0-3 | |
| Ukrán Win Cup | 12/05 07:00 | - | Denis Marchenko v Ivan Oleynik | L | 3-2 | |
| Ukrán Win Cup | 11/30 19:15 | - | Ivan Oleynik v Denis Marchenko | L | 1-3 | |
| Ukrán Win Cup | 11/30 17:15 | - | Yuriy Komendant v Ivan Oleynik | W | 1-3 | |
| Ukrán Win Cup | 11/30 15:45 | - | Ivan Oleynik v Dmitriy Yurkov | W | 3-2 | |
| Ukrán Win Cup | 11/30 12:45 | - | Vladyslav Gorelov v Ivan Oleynik | W | 0-3 | |
| Ukrán Win Cup | 11/23 11:45 | - | Ivan Oleynik v Aleksey Gutnichenko | L | 2-3 | |
| Ukrán Win Cup | 11/23 11:15 | - | Denis Reznichenko v Ivan Oleynik | W | 2-3 | |
| Ukrán Win Cup | 11/23 10:15 | - | Aleksey Goloveshkin v Ivan Oleynik | L | 3-2 | |
| Ukrán Win Cup | 11/23 08:45 | - | Aleksey Gutnichenko v Ivan Oleynik | L | 3-1 | |
| Ukrán Win Cup | 11/23 08:15 | - | Ivan Oleynik v Aleksey Goloveshkin | L | 2-3 | |
| Ukrán Win Cup | 11/23 07:15 | - | Ivan Oleynik v Denis Reznichenko | L | 1-3 | |
| Ukrán Win Cup | 11/09 16:45 | - | Aleksandr Mashtakov v Ivan Oleynik | L | 3-1 | |
| Ukrán Win Cup | 11/09 16:15 | - | Ivan Oleynik v Denis Marchenko | L | 1-3 | |
| Ukrán Win Cup | 11/09 14:15 | - | Anatolii Reva v Ivan Oleynik | W | 0-3 | |
| Ukrán Win Cup | 11/09 12:45 | - | Ivan Oleynik v Evgeniy Treshchyov | W | 3-0 | |
| Ukrán Win Cup | 11/05 11:30 | - | Ivan Oleynik v Denis Marchenko | L | 1-3 | |
| Ukrán Win Cup | 11/05 11:00 | - | Yuriy Kievskiy v Ivan Oleynik | L | 3-0 | |
| Ukrán Win Cup | 11/05 10:00 | - | Aleksandr Kolesnik v Ivan Oleynik | L | 3-1 | |
| Ukrán Win Cup | 11/05 08:30 | - | Denis Marchenko v Ivan Oleynik | L | 3-2 | |
| Ukrán Win Cup | 11/05 08:00 | - | Ivan Oleynik v Yuriy Kievskiy | W | 3-0 | |
| Ukrán Win Cup | 11/05 07:00 | - | Ivan Oleynik v Aleksandr Kolesnik | L | 0-3 | |
| Ukrán Win Cup | 10/16 11:00 | - | Denis Reznichenko v Ivan Oleynik | L | 3-2 | |
| Ukrán Win Cup | 10/16 09:30 | - | Ivan Oleynik v Aleksey Gutnichenko | L | 0-3 | |
| Ukrán Win Cup | 10/16 09:00 | - | Ivan Oleynik v Andrey Burdakov | L | 0-3 | |
| Ukrán Win Cup | 10/16 08:00 | - | Ivan Oleynik v Denis Reznichenko | L | 2-3 | |
| Ukrán Win Cup | 10/16 06:30 | - | Aleksey Gutnichenko v Ivan Oleynik | L | 3-0 | |
| Ukrán Win Cup | 10/16 06:00 | - | Andrey Burdakov v Ivan Oleynik | W | 2-3 | |
| Ukrán Win Cup | 09/28 15:15 | - | Evgeniy Treshchyov v Ivan Oleynik | W | 0-3 | |
| Ukrán Win Cup | 09/28 13:45 | - | Ivan Oleynik v Aleksandr Reva | W | 3-1 |