Stadium: Court 1 Round: 44 Ground: Clay
| ITF M25 Prijedor | 2019/05/07 08:00 | Goran Radanovic v Milos Vukovic | 4-6,7-5,6-10 |
| ITF M15 - Belgrado | 2019/07/02 07:30 | Strahinja Rakic v Milos Vukovic | 6-2,6-0 |
| ITF M15 - Belgrado | 2019/07/01 08:00 | Nemanja Subanovic v Milos Vukovic | 7-5,4-6,7-10 |
| ITF M25 Gyula | 2019/05/29 08:10 | Pavel Nejedly v Milos Vukovic | 6-1,6-3 |
| ITF M25 Gyula | 2019/05/28 12:10 | Petar Pjevcevic v Milos Vukovic | 6-3,3-6,2-10 |
| ITF M25 Gyula | 2019/05/27 11:00 | Peter Balla v Milos Vukovic | 6-7,6-7 |
| ITF - M15 Brčko | 2019/05/20 08:00 | Ruslan Khunarikov v Milos Vukovic | 6-2,4-6,10-5 |
| ITF M25 Doboj | 2019/05/14 11:55 | Jakob Sude v Milos Vukovic | 6-1,6-1 |
| ITF M25 Prijedor | 2019/05/07 13:00 | Luka Puljic v Milos Vukovic | 6-3,7-5 |
| Challenger - Banja Luka | 2019/09/09 14:45 | Goran Radanovic v Matija Pecotic | 0-6,3-6 |
| ITF M25 Gyor | 2019/08/28 12:50 | Goran Radanovic v Vit Kopriva | 4-6,2-6 |
| ITF M25 Gyor | 2019/08/27 09:30 | Marcell Bartakovics v Goran Radanovic | 3-6,4-6 |
| ITF M25 Gyor | 2019/08/26 08:00 | Goran Radanovic v Neil Oberleitner | 6-1,1-6,10-5 |
| ITF M25 Gyor | 2019/08/25 09:00 | Lucas Neagu v Goran Radanovic | 0-6,0-6 |
| ITF M25 Prijedor | 2019/05/07 08:00 | Goran Radanovic v Milos Vukovic | 4-6,7-5,6-10 |
| ITF - M15 Opatija | 2019/03/25 11:45 | Nikita Mashtakov v Goran Radanovic | 6-2,6-3 |
| ITF Serbia F2 Qual | 2017/08/12 09:30 | Domagoj Biljesko v Goran Radanovic | 6-2,6-3 |