Stadium: Court 4 Round: 62 Ground: Clay
| ITF M15 Skopje | 2022/06/13 08:00 | Neil Oberleitner v Mason Naumovski | 6-2,6-0 |
| ITF M15 Skopje | 2022/06/12 08:00 | Mason Naumovski v Tilen Kovac | 4-6,6-4,10-3 |
| ITF M25 Skopje | 2022/06/06 08:00 | Mason Naumovski v Petr Nesterov | 2-6,2-6 |
| ITF M25 Skopje | 2022/06/05 08:00 | Mason Naumovski v Dimitris Sakellaridis | 6-4,6-3 |
| ITF - M15 Héraklion | 2022/05/29 11:00 | Mason Naumovski v Sean Hodkin | 2-6,2-6 |
| ITF - M15 Héraklion | 2022/05/23 08:30 | Mason Naumovski v Hiramatsu, Shinnosuke | 2-6,6-1,3-10 |
| ITF - M15 Héraklion | 2022/05/22 10:00 | Mason Naumovski v Hoogland, Joris | 6-4,6-1 |
| ITF - M15 Héraklion | 2022/05/16 07:00 | Graham Maassen v Mason Naumovski | 6-2,6-7,10-6 |
| ITF M15 Skopje | 2022/06/13 13:00 | Bielinskyi, Oleksandr v Berk Bugarikj | 6-7,1-6 |
| ITF M15 Skopje | 2022/06/12 08:00 | Bielinskyi, Oleksandr v Kysilov, Grygorii | 6-1,6-3 |
| ITF M25 Skopje | 2022/06/08 10:00 | Jotovski, Tomislav v Bielinskyi, Oleksandr | 6-3,6-2 |
| ITF M25 Skopje | 2022/06/07 09:25 | Bielinskyi, Oleksandr v Trey Hilderbrand | 6-2,1-6,14-12 |
| ITF - M25 Kiseljak | 2022/06/01 08:00 | Joris De Loore v Bielinskyi, Oleksandr | 6-1,6-1 |
| ITF - M25 Kiseljak | 2022/05/31 12:05 | Bielinskyi, Oleksandr v Luka Todorovic | 6-3,7-6 |
| ITF - M15 Brcko | 2022/05/24 08:00 | Bielinskyi, Oleksandr v Matic Dimic | 2-6,4-6 |
| ITF - M15 Doboj | 2022/05/11 08:00 | Bielinskyi, Oleksandr v Lorenzo Rottoli | 4-6,6-2,6-7 |