Stadium: Court 6 Round: 27 Ground: Clay
| ITF Ukraine F4 | 2018/08/29 11:45 | Petit, Gabriel v Dolgosheyev, Oleg | 7-6,2-6,3-6 |
| ITF Ukraine F4 | 2018/08/27 08:30 | Parshutin, Denis v Dolgosheyev, Oleg | 3-6,7-5,3-6 |
| ITF Ukraine F3 | 2018/05/24 09:50 | Karimov, Jurabek v Dolgosheyev, Oleg | 6-1,7-5 |
| ITF Ukraine F3 | 2018/05/23 09:30 | Lebedyn, Alexander v Dolgosheyev, Oleg | 4-6,4-6 |
| ITF Ukraine F3 | 2018/05/22 10:45 | Dolgosheyev, Oleg v Katic, Dejan | 6-4,6-3 |
| ITF Ukraine F2 | 2018/05/19 07:00 | Dolgosheyev, Oleg v Merckx, Jonas | 4-6,2-6 |
| ITF Ukraine F2 | 2018/05/18 09:30 | Dolgosheyev, Oleg v Oleg Prihodko | 6-7,7-6,6-2 |
| ITF Ukraine F2 | 2018/05/17 10:00 | Petrone, Alessandro v Dolgosheyev, Oleg | 2-6,4-6 |
| ITF Ukraine F4 | 2018/08/29 11:20 | Kamynin, Dmytro v Kolisnyk, Olexiy | 6-4,7-5 |
| ITF Ukraine F3 | 2018/05/24 08:35 | Oleksii Krutykh v Kamynin, Dmytro | 6-4,6-4 |
| ITF Ukraine F3 | 2018/05/23 11:00 | Kamynin, Dmytro v Lozan, Kristian | 7-6,0-6,6-2 |
| ITF Ukraine F3 | 2018/05/22 07:00 | Michael Zhu v Kamynin, Dmytro | 6-1,3-6,0-6 |
| ITF Ukraine F2 | 2018/05/16 13:30 | Petrone, Alessandro v Kamynin, Dmytro | 7-5,7-5 |
| ITF Ukraine F2 | 2018/05/15 12:50 | Kamynin, Dmytro v Didenko, Bogdan | 6-1,6-0 |
| ITF Ukraine F2 | 2018/05/14 07:00 | Kamynin, Dmytro v Ilnytskyy, Svyatoslav | 6-2,6-1 |
| ITF Ukraine F1 | 2018/05/09 08:20 | Kamynin, Dmytro v Smirnov, Artem | 4-6,1-6 |