Stadium: Court 1 Round: 27 Ground: Clay
| ITF M15 Belgrade | 2022/06/26 08:00 | Mason Naumovski v Oleksandr Bielinskyi | 1-6,2-6 |
| ITF M15 Skopje | 2022/06/13 13:00 | Oleksandr Bielinskyi v Berk Bugarikj | 6-7,1-6 |
| ITF M15 Skopje | 2022/06/12 08:00 | Oleksandr Bielinskyi v Grygorii Kysilov | 6-1,6-3 |
| ITF M25 Skopje | 2022/06/08 10:00 | Tomislav Jotovski v Oleksandr Bielinskyi | 6-3,6-2 |
| ITF M25 Skopje | 2022/06/07 09:25 | Oleksandr Bielinskyi v Trey Hilderbrand | 6-2,1-6,14-12 |
| ITF M25 Kiseljak | 2022/06/01 08:00 | Joris De Loore v Oleksandr Bielinskyi | 6-1,6-1 |
| ITF M25 Kiseljak | 2022/05/31 12:05 | Oleksandr Bielinskyi v Luka Todorovic | 6-3,7-6 |
| ITF M15 Brcko | 2022/05/24 08:00 | Oleksandr Bielinskyi v Matic Dimic | 2-6,4-6 |
| 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 M25 Ulcinj | 2022/05/06 08:00 | Alex M Pujolras v Obrad Markovski | 6-2,6-2 |