Stadium: Court 3 Round: 44 Ground: Clay
| ITF Serbia F3 | 2018/08/19 10:30 | Milos Vukovic v Dusan Obradovic | 7-5,6-4 |
| ITF M15 Brcko | 2021/05/16 11:00 | Luca Teboul v Milos Vukovic | 1-6,1-6 |
| ITF M15 Prijedor | 2021/05/10 09:15 | Milos Vukovic v Stefan Ivic | 6-7,4-6 |
| ITF M15 Prijedor | 2021/05/09 07:00 | Joris Hoogland v Milos Vukovic | 2-6,2-6 |
| ITF M15 Opatija | 2021/03/21 13:00 | Milos Vukovic v Stefan Loncar | 2-6,6-4,7-10 |
| ITF M15 Rovinj | 2021/03/15 09:30 | Davide Galoppini v Milos Vukovic | 6-2,6-0 |
| ITF M15 Porec | 2021/03/07 09:00 | Marco De Rosa v Milos Vukovic | 3-6,7-6,11-9 |
| ITF M15 Porec | 2020/03/08 08:55 | Bozo Barun v Milos Vukovic | 7-5,6-1 |
| ITF M15 Zlatibor | 2019/09/16 08:00 | Milos Vukovic v Goran Radanovic | 1-6,0-6 |
| ITF M15 Brcko | 2021/05/16 09:30 | Dusan Obradovic v Petar Pjevcevic | 6-4,6-0 |
| ITF M15 Bratislava | 2021/03/01 15:00 | Dusan Obradovic v Zsombor Velcz | 4-6,2-6 |
| ITF M15 Monastir | 2020/12/13 13:30 | Yanais Laurent v Dusan Obradovic | 6-1,6-2 |
| ITF M15 Monastir | 2020/12/13 09:30 | Dusan Obradovic v Skander Ben Abdallah | 6-3,6-3 |
| ITF M15 Monastir | 2020/12/06 08:00 | Luca Potenza v Dusan Obradovic | 1-6,6-3,10-5 |
| Adriatic Tennis Series | 2020/06/08 12:20 | Dusan Obradovic v Marko Topo | 4-6,1-6 |
| ITF M15 Trnava | 2020/02/24 10:30 | Matvey Minin v Dusan Obradovic | 6-2,6-2 |
| ITF M15 Cairo | 2019/12/02 07:30 | Nini Gabriel Dica v Dusan Obradovic | 6-2,6-2 |