Stadium: Court 4 Round: 44 Ground: Clay
| ITF M15 Sofia | 2022/07/03 12:00 | Obrad Markovski v Besir Durguti | 7-5,6-4 |
| Davis Cup | 2022/06/25 09:20 | Andrej Spasojevic v Obrad Markovski | 0-6,2-6 |
| ITF M15 Skopje | 2022/06/16 10:25 | Moez Echargui v Obrad Markovski | 6-3,6-2 |
| ITF M25 Skopje | 2022/06/08 08:00 | Simon Freund v Obrad Markovski | 6-4,6-2 |
| ITF M15 Ulcinj | 2022/05/25 08:00 | Lukas H Lilleengen v Obrad Markovski | 6-3,4-6,6-2 |
| ITF M15 Ulcinj | 2022/05/24 08:00 | Obrad Markovski v Matija Zugic | 6-4,4-6,10-6 |
| ITF M15 Ulcinj | 2022/05/23 08:00 | Obrad Markovski v Nikola Puric | 6-2,6-1 |
| ITF M15 Ulcinj | 2022/05/09 08:30 | Andre Biro v Obrad Markovski | 6-2,6-1 |
| ITF M15 Sofia | 2022/07/03 12:00 | Tudor S Gheorghita v Timur Maulenov | 1-6,1-6 |
| ITF M15 Belgrade | 2022/06/27 11:00 | Timur Maulenov v Bogdan Pavel | 4-6,1-6 |
| ITF M15 Belgrade | 2022/06/26 13:00 | Lazar Vojinovic v Timur Maulenov | 3-6,6-1,9-11 |
| UTR Pro Tennis Series Ruse | 2022/06/14 11:00 | Bogdan Borza v Timur Maulenov | 6-4,5-4 |
| UTR Pro Tennis Series Ruse | 2022/06/13 05:00 | Timur Maulenov v Dmitrii Vasilev | 4-6,4-6 |
| Challenger Shymkent | 2022/05/15 08:30 | Timur Maulenov v Matteo Donati | 2-6,1-6 |
| Challenger Shymkent | 2022/05/08 11:05 | Timur Maulenov v Bogdan Ionut Apostol | 4-6,6-2,2-6 |
| ITF M15 Shymkent | 2022/04/27 10:15 | Yan Bondarevskiy v Timur Maulenov | 6-3,7-6 |