Stadium: Court 2 Round: 44 Ground: Clay
| 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 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 Sofia | 2022/07/04 08:00 | Nikola Kolyachev v Bogdan Pavel | 7-5,6-2 |
| ITF M15 Sofia | 2022/07/03 12:00 | Nikola Kolyachev v Cihan Akay | 6-7,6-4,10-6 |
| UTR Pro Tennis Series Ruse | 2022/06/14 05:00 | Dragos Constantin Ignat v Nikola Kolyachev | 7-5,6-7,0-6 |
| UTR Pro Tennis Series Ruse | 2022/06/13 10:06 | Nikola Kolyachev v Vladimir Filip | 6-2,5-4 |
| ITF M15 Antalya | 2022/03/28 08:40 | Max Houkes v Nikola Kolyachev | 6-3,6-1 |
| ITF M15 Antalya | 2022/03/27 07:00 | Nikola Kolyachev v Vlad Andrei Dumitru | 7-6,4-6,10-5 |
| ITF M15 Antalya | 2022/03/20 07:00 | Biagio Gramaticopolo v Nikola Kolyachev | 6-2,4-6,10-2 |
| ITF M15 Sozopol | 2021/10/10 09:00 | Nikola Kolyachev v Berk Ilkel | 0-6,1-6 |