Stadion: Court 6 Round: 25 Ground: Clay
| ITF - Ukraine F2 | 2015/05/17 09:00 | Ivan Liutarevich v Oleg Dolgosheyev | 3-6,4-6 |
| ITF - M15 - Irpin | 2019/05/29 07:00 | Yan Bondarevskiy v Oleg Dolgosheyev | 7-5,6-3 |
| ITF - M15 - Irpin | 2019/05/28 10:15 | Andrii Gryniuk v Oleg Dolgosheyev | 2-6,1-6 |
| ITF - M15 - Irpin | 2019/05/24 08:00 | Vladyslav Orlov v Oleg Dolgosheyev | 6-1,6-1 |
| ITF - M15 - Irpin | 2019/05/23 08:00 | Tomas Liska v Oleg Dolgosheyev | 6-1,6-7,2-6 |
| ITF - M15 - Irpin | 2019/05/21 08:55 | Oleg Dolgosheyev v Peter Goldsteiner | 4-6,6-1,6-3 |
| ITF - Ukraine F4 | 2018/08/30 07:00 | Oleg Dolgosheyev v Dmytro Kamynin | 6-0,3-6,1-6 |
| ITF - Ukraine F4 | 2018/08/29 11:45 | Gabriel Petit v Oleg Dolgosheyev | 7-6,2-6,3-6 |
| ITF - Ukraine F4 | 2018/08/27 08:30 | Denis Parshutin v Oleg Dolgosheyev | 3-6,7-5,3-6 |
| ITF - M15 - Telavi | 2019/07/23 07:55 | Nikita Mashtakov v Ivan Liutarevich | 7-6,6-2 |
| ITF - M25 - Yinchuan | 2019/06/28 07:15 | Takuto Niki v Ivan Liutarevich | 7-6,7-5 |
| ITF - M25 - Yinchuan | 2019/06/28 03:05 | Ivan Liutarevich v Rui-Xuan Wang | 6-2,6-4 |
| ITF - M25 - Namangan | 2019/05/02 08:05 | Ivan Liutarevich v Evgeny Tyurnev | 2-6,4-6 |
| ITF - M25 - Namangan | 2019/05/01 06:50 | Ivan Liutarevich v Ivan Denisov | 5-7,7-6,6-2 |
| ITF - M25 - Namangan | 2019/04/30 09:15 | Ivan Liutarevich v Worarin Kumthonkittikul | 6-4,6-4 |
| ITF - M25 - Namangan | 2019/04/29 09:05 | Ivan Liutarevich v Grigoriy Korobeynikov | 6-3,5-7,18-16 |
| ITF M25 Andijan | 2019/04/24 06:50 | Kento Takeuchi v Ivan Liutarevich | 6-3,3-6,6-4 |