Stadium: Court 5 Round: 26 Ground: Clay
| ITF M15 Irpin | 2019/05/28 07:00 | Michael Zhu v Yan Bondarevskiy | 3-6,2-6 |
| ITF M15 Irpin | 2019/05/21 10:00 | Denis Yevseyev v Yan Bondarevskiy | 6-3,6-3 |
| ITF M25 Namangan | 2019/04/30 13:30 | Yan Bondarevskiy v Timofey Skatov | 6-2,1-6,4-6 |
| ITF M25 Andijan | 2019/04/25 07:00 | Roman Safiullin v Yan Bondarevskiy | 6-3,7-5 |
| ITF M25 Andijan | 2019/04/23 05:00 | Yan Bondarevskiy v Scott Duncan | 6-2,3-6,10-6 |
| ITF M25 Andijan | 2019/04/22 05:00 | Yan Bondarevskiy v Aziz Dadabaev | 6-1,6-4 |
| ITF M25 Shymkent | 2019/04/17 07:25 | Alexander Boborykin v Yan Bondarevskiy | 2-6,7-6,6-3 |
| ITF M25 Shymkent | 2019/04/16 07:40 | Yan Bondarevskiy v Igor Shrolik | 6-2,6-3 |
| 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 Ukraine F3 | 2018/05/24 09:50 | Jurabek Karimov v Oleg Dolgosheyev | 6-1,7-5 |