Stadium: Court 6 Round: 44 Ground: Clay
| ITF Panama F4 | 2018/11/21 14:00 | Ivan Sergeyev v Maksim Tikhomirov | 7-6,7-5 |
| ITF Panama F4 | 2018/11/19 20:30 | Noah Berry v Ivan Sergeyev | 1-6,2-6 |
| ITF Ukraine F4 | 2018/08/30 09:25 | Ivan Sergeyev v Alessandro Petrone | 0-6,7-6,2-6 |
| ITF Ukraine F4 | 2018/08/29 14:30 | Roman Khassanov v Ivan Sergeyev | 6-7,1-6 |
| ITF Ukraine F4 | 2018/08/28 12:05 | Ivan Sergeyev v Martin Fekiac | 5-7,6-3,6-0 |
| ITF Ukraine F4 | 2018/08/27 07:00 | Matteo Curci v Ivan Sergeyev | 3-6,2-6 |
| ITF Ukraine F4 | 2018/08/26 10:00 | Ivan Sergeyev v Luigi Sorrentino | 7-5,7-6 |
| Challenger Panama City Qual | 2018/03/31 14:30 | Alex Lawson v Ivan Sergeyev | 2-6,2-6 |
| ITF M25 Pardubice | 2019/06/24 10:00 | Petr Nouza v Roman Boychuk | 6-2,6-2 |
| ITF M15 Sharm El Sheikh | 2019/02/11 09:00 | Roman Boychuk v George Botezan | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2019/02/04 07:30 | Neil Oberleitner v Roman Boychuk | 6-3,6-0 |
| ITF M15 Sharm El Sheikh | 2019/01/28 09:30 | Roman Boychuk v Igor Sao Thiago | 5-7,4-6 |
| ITF M15 Sharm El Sheikh | 2019/01/21 12:30 | Roman Boychuk v Tomas Liska | 1-6,0-6 |
| ITF M15 Sharm El Sheikh | 2019/01/21 08:00 | Roman Boychuk v Issam Haitham Taweel | 6-4,2-6,10-7 |
| ITF Egypt F28 | 2018/11/20 08:00 | Sidane Pontjodikromo v Roman Boychuk | 7-6,6-4 |
| ITF Egypt F27 | 2018/11/14 08:00 | Daniel Michalski v Roman Boychuk | 6-2,6-1 |