Stadium: Court 3 Round: 25 Ground: Clay
| ITF Ukraine F5 | 2016/09/26 07:00 | Boychuk, Roman v Nikita Mashtakov | 6-2,0-6,5-7 |
| ITF Ukraine F2 | 2016/05/15 07:00 | Boychuk, Roman v Nikita Mashtakov | 6-7,5-7 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/28 09:15 | Davydov, Ivan v Boychuk, Roman | 6-2,6-4 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/26 14:35 | Ivan Sergeyev v Boychuk, Roman | 7-6,6-2 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/26 07:30 | Aguilar, Federico Juan v Boychuk, Roman | 6-7,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/13 13:40 | Volfson, David v Boychuk, Roman | 6-3,6-4 |
| Bad Schussenried, Singles Qualifying M-ITF-GER-10A | 2019/07/22 14:30 | Tim Handel v Boychuk, Roman | 7-5,6-0 |
| Bad Schussenried, Singles Qualifying M-ITF-GER-10A | 2019/07/22 09:30 | Walser, Michael v Boychuk, Roman | 0-6,4-6 |
| Piestany, Singles M-ITF-SVK-02A | 2019/07/15 07:00 | Boychuk, Roman v Zdenek Derkas | 6-7,3-6 |
| ITF M25 Pardubice | 2019/06/24 10:00 | Petr Nouza v Boychuk, Roman | 6-2,6-2 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/28 08:35 | Denis Yevseyev v Nikita Mashtakov | 6-3,6-7,6-1 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/17 07:00 | Vladyslav Orlov v Nikita Mashtakov | 6-3,6-1 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/16 08:00 | Uspensky, Dennis v Nikita Mashtakov | 6-7,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/15 07:30 | Oleksandr Ovcharenko v Nikita Mashtakov | 2-6,6-3,4-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/14 07:30 | Dolgosheyev, Oleg v Nikita Mashtakov | 7-6,1-6,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/13 08:50 | Kamynin, Dmytro v Nikita Mashtakov | 6-7,7-5,2-6 |
| ITF M15 Telavi | 2019/08/01 07:40 | Alexander Donski v Nikita Mashtakov | 7-6,6-0 |
| ITF M15 Telavi | 2019/07/30 06:45 | Nikita Mashtakov v Davlianidze, Nikoloz | 6-3,7-5 |