| UTR Pro Beograd | 2023/10/02 13:41 | Karlo Kajin v Milan Drinic | 3-6,6-0,6-2 |
| UTR Pro Beograd | 2023/10/01 10:30 | Vuk Radjenovic v Karlo Kajin | 6-2,6-3 |
| UTR Pro Tennis Series Zadar | 2022/05/31 07:30 | Dmitrii Vasilev v Karlo Kajin | 3-6,7-6,2-0 |
| UTR Pro Tennis Series Zadar | 2022/05/30 06:00 | Karlo Kajin v Maximilian Homberg | 4-6,2-6 |
| UTR Pro Tennis Series Zadar | 2021/07/04 08:30 | Jerko Brkic v Karlo Kajin | 6-4,6-4 |
| UTR Pro Tennis Series Zadar | 2021/07/03 11:30 | Ihor Dudun v Karlo Kajin | 3-6,1-6 |
| UTR Pro Tennis Series Zadar | 2021/07/01 11:00 | Karlo Kajin v Matija Pecotic | 1-6,2-5 |
| UTR Pro Tennis Series Zadar | 2021/06/30 09:30 | Karlo Kajin v Alexander Kiefer | 3-6,1-6 |
| UTR Pro Beograd | 2023/10/02 12:35 | Vuk Radjenovic v Obrad Markovski | 6-2,3-6,6-4 |
| UTR Pro Beograd | 2023/10/01 09:43 | Milan Drinic v Obrad Markovski | 2-6,5-7 |
| ITF M15 Kursumlijska Banja | 2023/09/18 07:00 | Obrad Markovski v Marko Nikolic | 1-6,7-5,8-10 |
| ITF M15 Kursumlijska Banja | 2023/09/12 07:00 | Obrad Markovski v Sasa Markovic | 2-6,7-5,5-10 |
| ITF M15 Kursumlijska Banja | 2023/09/11 07:00 | Obrad Markovski v Zekai Li | 2-6,6-2,10-4 |
| ITF M15 Pirot | 2023/09/06 11:30 | Obrad Markovski v Viktor Jovic | 4-6,2-6 |
| ITF M15 Pirot | 2023/09/05 10:05 | Obrad Markovski v Ioannis Kountourakis | 7-6,6-0 |
| ITF M15 Pirot | 2023/09/04 07:30 | Obrad Markovski v Maxim Krapivin | 1-6,6-4,10-5 |