Stadium: Court 5 Round: 44 Ground: Clay
| ITF M25 Skopje | 2021/09/29 09:00 | Besir Durguti v Obrad Markovski | 2-6,6-4,6-3 |
| 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 |
| ITF M15 Skopje | 2022/06/13 08:00 | Stefanos Sakellaridis v Besir Durguti | 6-3,6-3 |
| ITF M15 Skopje | 2022/06/12 08:00 | Mal Agushi v Besir Durguti | 1-6,0-6 |
| ITF M25 Skopje | 2022/06/08 09:30 | Jakub Paul v Besir Durguti | 6-1,6-2 |
| ITF M15 Ulcinj | 2022/05/24 08:00 | Besir Durguti v Petros Chrysochos | 7-6,3-6,2-6 |
| ITF M25 Ulcinj | 2022/05/18 11:15 | Besir Durguti v Valentin Royer | 3-6,4-6 |
| ITF M15 Ulcinj | 2022/05/10 08:00 | Besir Durguti v Andre Biro | 2-6,3-6 |
| ITF M15 Ulcinj | 2022/05/09 08:30 | Besir Durguti v Mert Ramadan | 7-5,7-5 |
| ITF M25 Ulcinj | 2022/05/04 09:05 | Besir Durguti v Juan Pablo Paz | 1-6,3-6 |