Stadium: Court 5 Round: 44 Ground: Clay
| ITF M15 Irpin | 2019/08/14 07:30 | Oleg Dolgosheyev v Nikita Mashtakov | 7-6,1-6,3-6 |
| ITF M15 Irpin | 2019/08/13 06:30 | Oleg Dolgosheyev v Ivan Liutarevich | 5-7,6-4,6-2 |
| 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 M25 Irpin | 2019/08/25 07:30 | Artur Kulibaba v Jack Oswald | 6-4,6-4 |
| ITF M15 Minsk | 2019/08/20 07:00 | Beibit Zhukayev v Artur Kulibaba | 6-1,6-2 |
| ITF M15 Minsk | 2019/08/19 10:50 | Artur Kulibaba v Victor Gurevich | 4-6,6-2,10-8 |
| ITF M15 Irpin | 2019/08/13 06:30 | Artur Kulibaba v Timur Maulenov | 2-6,6-2,2-6 |
| ITF M15 Tabarka | 2019/07/29 07:30 | Anze Arh v Artur Kulibaba | 6-1,3-6,10-7 |
| ITF Estonia F2 | 2018/10/27 08:00 | Robin Erik Parts v Artur Kulibaba | 6-2,3-6,6-3 |
| ITF Turkey F31 | 2018/10/07 09:30 | Giuseppe La Vela v Artur Kulibaba | 6-3,6-1 |
| ITF Turkey F31 | 2018/10/06 12:00 | Artur Kulibaba v Vital Flurin Leuch | 6-2,6-2 |