Stadium: Court 6 Round: 44 Ground: Clay
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/26 12:00 | Ivan Sergeyev v Varichenko, Oleksandr | 6-3,6-1 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/14 07:30 | Ivan Sergeyev v Uspensky, Dennis | 6-3,5-7,3-6 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/13 06:30 | Ivan Sergeyev v Illya Beloborodko | 6-1,7-6 |
| ITF Panama F4 | 2018/11/21 14:00 | Ivan Sergeyev v Tikhomirov, Maksim | 7-6,7-5 |
| ITF Panama F4 | 2018/11/19 20:30 | Berry, Noah v Ivan Sergeyev | 1-6,2-6 |
| ITF Ukraine F4 | 2018/08/30 09:25 | Ivan Sergeyev v Petrone, Alessandro | 0-6,7-6,2-6 |
| ITF Ukraine F4 | 2018/08/29 14:30 | Khassanov, Roman v Ivan Sergeyev | 6-7,1-6 |
| ITF Ukraine F4 | 2018/08/28 12:05 | Ivan Sergeyev v Fekiac, Martin | 5-7,6-3,6-0 |
| 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 |
| ITF - M15 Sharm El Sheikh | 2019/02/11 09:00 | Boychuk, Roman v Botezan, George | 2-6,3-6 |
| ITF - M15 Sharm El Sheikh | 2019/02/04 07:30 | Neil Oberleitner v Boychuk, Roman | 6-3,6-0 |