Stadium: Court 5 Round: 28 Ground: Clay
| ITF M15 - Irpin | 2019/05/23 08:00 | Nikita Mashtakov v Vladyslav Orlov | 4-6,2-6 |
| ITF M15 - Irpin | 2019/05/22 08:40 | Vladyslav Orlov v Jordan Correia | 0-6,6-4,6-4 |
| ITF M15 - Irpin | 2019/05/21 07:00 | Vladyslav Orlov v Vitalii Shcherba | 6-4,3-6,7-6 |
| ITF M15 - Antalya | 2019/05/10 07:45 | Aleksandre Metreveli v Vladyslav Orlov | 3-6,6-4,7-5 |
| ITF M15 - Antalya | 2019/05/09 07:15 | Vladyslav Orlov v Luca Castelnuovo | 6-2,7-5 |
| ITF M15 - Antalya | 2019/05/08 13:00 | Mislav Bosnjak v Vladyslav Orlov | 4-6,1-6 |
| ITF M15 - Antalya | 2019/05/04 07:45 | Vladyslav Orlov v Ergi Kirkin | 4-6,1-6 |
| ITF M15 - Antalya | 2019/05/02 07:15 | Vladyslav Orlov v Luca Castelnuovo | 6-0,6-4 |
| 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 Ukraine F3 | 2018/05/24 09:50 | Jurabek Karimov v Oleg Dolgosheyev | 6-1,7-5 |
| ITF Ukraine F3 | 2018/05/23 09:30 | Alexander Lebedyn v Oleg Dolgosheyev | 4-6,4-6 |
| ITF Ukraine F3 | 2018/05/22 10:45 | Oleg Dolgosheyev v Dejan Katic | 6-4,6-3 |