Stadium: MTA 23 Round: 62 Ground: Clay
| ITF M15 Sofia | 2021/07/04 06:30 | Obrad Markovski v Denislav Prodanov | 1-6,7-5,7-10 |
| ITF M15 Skopje | 2021/06/11 07:00 | Alexis Gautier v Obrad Markovski | 6-4,6-3 |
| ITF M15 Skopje | 2021/06/10 08:35 | Kalin Ivanovski v Obrad Markovski | 6-3,4-6,4-6 |
| ITF M15 Skopje | 2021/05/31 12:30 | Stefano Battaglino v Obrad Markovski | 6-2,5-7,10-7 |
| ITF M25 Kiseljak | 2021/05/23 07:00 | Stefan Micov v Obrad Markovski | 6-3,6-7,10-5 |
| ITF M15 Brcko | 2021/05/18 14:00 | Obrad Markovski v Aleksandar Tomas | 4-6,1-6 |
| ITF M15 Brcko | 2021/05/16 14:00 | Obrad Markovski v Stefan Ivic | 6-4,6-2 |
| ITF M15 Prijedor | 2021/05/09 12:30 | Duje Kekez v Obrad Markovski | 6-4,6-3 |