Stadium: Court 3 ?tore Round: 25 Ground: Clay
| ITF M15 Zlatibor | 2019/09/16 10:30 | Obrad Markovski v Dusan Obradovic | 4-6,3-6 |
| ITF M15 Craiova | 2022/08/16 14:15 | Vlad Andrei Dancu v Obrad Markovski | 6-3,6-3 |
| ITF M15 Sofia | 2022/07/04 13:00 | Obrad Markovski v Nikola Kolyachev | 1-6,6-4,7-10 |
| ITF M15 Sofia | 2022/07/04 08:00 | Obrad Markovski v Timur Maulenov | 6-2,6-4 |
| 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 Novi Sad | 2022/08/04 11:30 | Dusan Obradovic v Marat Sharipov | 6-7,1-6 |
| ITF M15 Novi Sad | 2022/08/03 10:05 | Duje Kekez v Dusan Obradovic | 4-6,6-7 |
| ITF M15 Novi Sad | 2022/07/27 08:00 | Luka Pavlovic v Dusan Obradovic | 7-6,6-7,6-3 |
| ITF M25 Radomlje | 2022/07/21 10:00 | Juan Pablo Paz v Dusan Obradovic | 7-5,6-2 |
| ITF M25 Radomlje | 2022/07/19 10:15 | Jaka Protic Zakelj v Dusan Obradovic | 4-6,7-6,2-6 |
| ITF M15 Litija | 2022/07/12 08:00 | Marco Brugnerotto v Dusan Obradovic | 6-2,6-3 |
| ITF M15 Belgrade | 2022/07/01 08:00 | Dusan Obradovic v Nicolae Frunza | 6-7,3-6 |
| ITF M15 Belgrade | 2022/06/30 07:00 | Quentin Folliot v Dusan Obradovic | 6-7,4-6 |