Stadium: Court 7 Round: 54 Ground: Clay
| ITF M15 Novi Sad | 2019/07/29 08:00 | Pavle Daljev v Stevan Popovic | 6-2,6-3 |
| ITF M25 Kassel | 2019/07/17 14:50 | Pavle Daljev v Federico Moreno | 1-6,0-6 |
| ITF M25 Kassel | 2019/07/16 09:50 | Nitin Kumar Sinha v Pavle Daljev | 6-0,4-6,7-10 |
| ITF M15 Marburg | 2019/07/08 16:15 | Pavle Daljev v Karlo Cubelic | 2-6,6-7 |
| ITF M15 Marburg | 2019/07/08 09:00 | Pavle Daljev v Philipp Sikorski | 6-1,6-2 |
| ITF M15 Belgrade | 2019/07/01 08:00 | Pavle Daljev v Strahinja Rakic | 4-6,2-6 |
| ITF M25 Kiseljak | 2019/05/28 08:00 | Pavle Daljev v Antun Vidak | 6-4,4-6,7-10 |
| ITF M15 Brcko | 2019/05/22 08:10 | Stefan Micov v Pavle Daljev | 6-3,6-4 |
| ITF M15 Novi Sad | 2019/07/29 08:00 | Dusan Obradovic v Neil Oberleitner | 6-3,2-6,10-8 |
| ITF M25 Gyula | 2019/05/29 10:10 | Patrik Niklas-Salminen v Dusan Obradovic | 6-3,7-5 |
| ITF M25 Gyula | 2019/05/28 13:05 | Dusan Obradovic v Tadija Radovanovic | 6-4,6-4 |
| ITF M25 Gyula | 2019/05/27 11:00 | Alessandro Procopio v Dusan Obradovic | 2-6,1-6 |
| ITF M25 Prijedor | 2019/05/07 10:00 | Artur Shakhnubaryan v Dusan Obradovic | 4-6,6-3,10-5 |
| ITF M15 Antalya | 2019/04/29 06:45 | Dusan Obradovic v Matthew Dellavedova | 4-6,4-6 |
| ITF M15 Antalya | 2019/04/22 07:00 | Dusan Obradovic v Mats Hermans | 3-6,6-2,7-10 |
| ITF Serbia F5 | 2018/09/05 13:05 | Thomas Bosancic v Dusan Obradovic | 6-3,6-3 |