Stadium: Court 2 Round: 25 Ground: Clay
| ITF M15 Chornomorsk | 2021/08/30 07:00 | Vasil Yehorov v Illya Maksymchuk | 6-3,6-0 |
| ITF M15 Chornomorsk | 2021/08/29 07:00 | Illya Maksymchuk v Vladyslav Gorodynskyi | 7-6,6-2 |
| ITF M15 Novomoskovsk | 2021/05/31 06:15 | Leyton Rivera v Illya Maksymchuk | 6-1,6-3 |
| ITF M15 Novomoskovsk | 2021/05/30 06:15 | Illya Maksymchuk v Egor Baklanov | 6-7,7-6,10-5 |
| ITF M15 Novomoskovsk | 2021/05/23 08:00 | Denis Constantin Spiridon v Illya Maksymchuk | 7-6,3-6,10-8 |
| ITF M15 Novomoskovsk | 2020/08/31 07:00 | Timur Maulenov v Illya Maksymchuk | 7-6,6-4 |
| ITF M15 Novomoskovsk | 2020/08/30 07:00 | Mykhaylo Muravyov v Illya Maksymchuk | 4-6,4-6 |
| ITF M15 Zlatibor | 2021/09/17 08:00 | Fabian Marozsan v Oleg Prihodko | 6-2,2-6,6-1 |
| ITF M15 Zlatibor | 2021/09/16 08:00 | Domagoj Biljesko v Oleg Prihodko | 2-6,3-6 |
| ITF M15 Zlatibor | 2021/09/15 11:05 | Michal Novansky v Oleg Prihodko | 3-6,4-6 |
| ITF M15 Chornomorsk | 2021/09/03 07:00 | Denis Yevseyev v Oleg Prihodko | 6-3,7-6 |
| ITF M15 Chornomorsk | 2021/09/02 09:55 | Tommaso Compagnucci v Oleg Prihodko | 0-6,6-7 |
| ITF M15 Chornomorsk | 2021/08/31 08:35 | Vlad Andrei Dancu v Oleg Prihodko | 3-6,1-6 |
| ITF M25 Bacau | 2021/08/17 11:15 | Pedro Sakamoto v Oleg Prihodko | 6-3,6-1 |
| ITF M15 Telavi | 2021/08/07 06:30 | Oleg Prihodko v Yan Bondarevskiy | 7-6,6-3 |