| ITF M15 Celje | 2022/08/24 07:00 | Obrad Markovski v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Zlatibor | 2019/09/16 10:30 | Obrad Markovski v Dusan Obradovic | 4-6,3-6 |
| UTR Pro Beograd | 2023/04/12 09:00 | Dusan Obradovic v Yanais Laurent | 6-4,4-6,1-6 |
| UTR Pro Beograd | 2023/04/11 06:00 | Dusan Obradovic v Andre Biro | 6-0,6-3 |
| UTR Pro Beograd | 2023/04/10 09:00 | Dusan Obradovic v Nazim Makhlouf | 7-6,6-3 |
| ITF M25 Dubrovnik | 2023/04/05 12:00 | Duje Ajdukovic v Dusan Obradovic | 6-4,7-5 |
| ITF M25 Dubrovnik | 2023/04/04 07:00 | Dusan Obradovic v Felipe Mikkelsen | 6-1,6-1 |
| ITF M25 Dubrovnik | 2023/04/03 08:40 | Dusan Obradovic v Antonio Voljavec | 6-3,6-1 |
| UTR Pro Zadar | 2023/04/02 06:00 | Oleg Prihodko v Dusan Obradovic | 6-2,7-6 |
| UTR Pro Zadar | 2023/04/01 09:30 | Dusan Obradovic v Maik Steiner | 6-2,6-4 |
| UTR Pro Beograd | 2023/04/12 07:30 | Nazim Makhlouf v Obrad Markovski | 6-0,6-4 |
| UTR Pro Zadar | 2023/03/29 09:00 | Duje Kekez v Obrad Markovski | 6-1,2-0 |
| UTR Pro Zadar | 2023/03/28 06:00 | Matej Galik v Obrad Markovski | 6-4,0-6,7-5 |
| ITF M25 Opatija | 2023/03/20 14:30 | Obrad Markovski v Stefano D'Agostino | 1-6,6-3,9-11 |
| ITF M25 Opatija | 2023/03/19 08:00 | Obrad Markovski v Lazar Danic | 6-0,6-1 |
| ITF M15 Rovinj | 2023/03/13 09:00 | Obrad Markovski v Jerko Brkic | 4-6,3-6 |
| ITF M15 Rovinj | 2023/03/12 09:00 | Obrad Markovski v Piotr Kusiewicz | 6-3,6-2 |
| ITF M15 Porec | 2023/03/07 13:00 | Obrad Markovski v Martin Landaluce | 1-6,4-6 |