Estádio: Court 2 Round: 44 Ground: Clay
| ITF - M15 Zlatibor | 2019/09/15 10:30 | Obrad Markovski v Xin Hu | 6-2,6-0 |
| ITF - M15 Brasov | 2019/09/08 09:30 | Robert Damian Savin v Obrad Markovski | 6-3,7-6 |
| ITF - M15 Curtea de Arges | 2019/08/19 06:30 | Dmitrii Baskov v Obrad Markovski | 4-6,6-3,10-8 |
| ITF - M25 Pitesti | 2019/08/13 07:45 | Vladislav Melnic v Obrad Markovski | 6-7,7-5,10-4 |
| ITF - M25 Pitesti | 2019/08/12 11:00 | Robert Damian Savin v Obrad Markovski | 3-6,4-6 |
| ITF M15 Targu Mures | 2019/08/05 09:00 | Obrad Markovski v Felipe Derdoy | 2-6,0-6 |
| ITF - M25 Kiseljak | 2019/05/28 08:50 | Duje Kekez v Obrad Markovski | 6-0,6-2 |
| ITF - M25 Kiseljak | 2019/05/27 09:30 | Vanja Dobrnjac v Obrad Markovski | 3-6,6-1,5-10 |
| ITF - M15 Zlatibor | 2019/09/15 09:00 | Relja Eskic v Dusan Obradovic | 0-6,1-6 |
| ITF - M25 Gyor | 2019/08/27 08:00 | Arsenije Zlatanovic v Dusan Obradovic | 6-3,4-6,10-3 |
| ITF - M25 Gyor | 2019/08/26 08:00 | Dusan Obradovic v Bartosz Wojnar | 4-6,6-4,10-7 |
| ITF - M15 Baja | 2019/08/15 08:00 | Ondrej Krstev v Dusan Obradovic | 6-1,6-4 |
| ITF - M15 Baja | 2019/08/13 09:40 | Martin Fekiac v Dusan Obradovic | 6-7,3-6 |
| ITF - M15 Baja | 2019/08/12 11:00 | Andrija Jevtic v Dusan Obradovic | 1-6,0-6 |
| ITF - M15 Novi Sad | 2019/08/05 08:00 | Dusan Obradovic v Sabit Suntic | 6-1,6-7,8-10 |
| ITF - M15 Novi Sad | 2019/07/31 09:20 | Dusan Obradovic v Nini Gabriel Dica | 1-6,2-6 |