Stadium: Court 3 Round: 26 Ground: Clay
| ITF Ukraine F4 | 2018/08/28 13:00 | Khassanov, Roman v Vadym Ursu | 6-2,6-2 |
| ITF Belarus F3 | 2018/08/21 08:15 | Khassanov, Roman v Cengiz Aksu | 1-6,4-6 |
| ITF Belarus F1 | 2018/08/09 08:35 | Khassanov, Roman v Betov, Sergey | 2-6,7-5,6-7 |
| ITF Belarus F1 | 2018/08/08 09:05 | Khassanov, Roman v Khomich, Aleksei | 6-2,6-1 |
| ITF Belarus F1 | 2018/08/07 10:55 | Khassanov, Roman v Skindzer, Zhan | 6-3,6-2 |
| ITF Russia F4 | 2018/08/02 11:05 | Khassanov, Roman v Fufygin, Mikhail | 2-6,4-6 |
| ITF Russia F4 | 2018/08/01 10:30 | Khassanov, Roman v Alexey Zakharov | 6-3,2-6,6-4 |
| ITF Russia F4 | 2018/07/31 07:00 | Khassanov, Roman v Baryshev, Alexey | 6-2,6-2 |
| ITF Ukraine F4 | 2018/08/28 12:05 | Ivan Sergeyev v Fekiac, Martin | 5-7,6-3,6-0 |
| ITF Ukraine F4 | 2018/08/27 07:00 | Curci, Matteo 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 | Lawson, Alex v Ivan Sergeyev | 2-6,2-6 |
| ITF Ukraine F1 | 2017/05/11 07:00 | Ivan Sergeyev v Horansky, Filip | 3-6,0-6 |
| ITF Ukraine F1 | 2017/05/09 08:30 | Tsivadze, George v Ivan Sergeyev | 6-3,4-6,2-6 |
| Challenger Panama City Qual | 2017/04/01 15:00 | Arguello, Facundo v Ivan Sergeyev | 6-3,6-1 |
| ITF Ukraine F5 | 2016/09/27 10:15 | Mugevicius, Lukas v Ivan Sergeyev | 6-1,7-6 |