Ground: Clay
| UTR Pro Tennis Series Mulheim | 2022/10/08 12:00 | Freek Van Donselaar v Tadija Radovanovic | 6-4,0-6,7-5 |
| UTR Pro Tennis Series Mulheim | 2022/10/07 10:30 | Tadija Radovanovic v Niels Visker | 4-6,6-7 |
| UTR Pro Tennis Series Mulheim | 2022/10/06 09:00 | Tadija Radovanovic v Oscar Galimardanov | 4-6,6-7 |
| UTR Pro Tennis Series Mulheim | 2022/10/05 06:00 | Christopher Heyman v Tadija Radovanovic | 6-4,6-4 |
| UTR Pro Tennis Series Mulheim | 2022/10/04 07:30 | Pepijn Bastiaansen v Tadija Radovanovic | 6-4,6-3 |
| UTR Pro Tennis Series Florence | 2022/10/01 12:54 | Tadija Radovanovic v Leonardo Taddia | 4-6,2-5 |
| UTR Pro Tennis Series Florence | 2022/10/01 07:30 | Luca Fantini v Tadija Radovanovic | 6-3,6-1 |
| UTR Pro Tennis Series Florence | 2022/09/29 07:00 | Ilie Babinciuc v Tadija Radovanovic | 3-6,4-6 |
| ITF M15 Sharm El Sheikh | 2022/12/05 08:00 | Obrad Markovski v Miles Groom | 6-4,3-6,5-10 |
| ITF M25 Madrid | 2022/11/29 08:30 | Luca Wiedenmann v Obrad Markovski | 7-6,7-5 |
| ITF M25 Madrid | 2022/11/28 09:00 | Yannik Steinegger v Obrad Markovski | 7-6,4-6,3-10 |
| ITF M25 Madrid | 2022/11/20 11:00 | Pablo Manzano Lapuerta v Obrad Markovski | 6-0,6-3 |
| ITF M15 Sozopol | 2022/10/17 08:00 | Obrad Markovski v Gabriel Matuszewski | 3-6,4-6 |
| ITF M15 Sozopol | 2022/10/16 06:30 | Obrad Markovski v Thomas George Brun | 6-3,6-2 |
| ITF M15 Sozopol | 2022/10/12 07:00 | Obrad Markovski v Vladyslav Orlov | 2-6,2-6 |
| ITF M15 Sozopol | 2022/10/03 08:00 | Obrad Markovski v Dominik Kellovsky | 4-6,3-6 |