Stadium: Court 5 Round: 62 Ground: Clay
| ITF M15 Novi Sad | 2021/08/01 14:00 | Charles Broom v Dusan Milanovic | 4-6,6-3,10-2 |
| UTR Pro Tennis Series Beograd | 2021/07/10 07:00 | Dusan Milanovic v Bogdan Borza | 2-6,3-6 |
| UTR Pro Tennis Series Beograd | 2021/07/09 11:30 | Dusan Milanovic v Alex Kuperstein | 6-2,6-2 |
| UTR Pro Tennis Series Beograd | 2021/07/07 07:30 | Dusan Milanovic v Alexander Lazov | 1-6,6-4,4-6 |
| UTR Pro Tennis Series Beograd | 2021/07/06 09:00 | Dusan Milanovic v Luka Vukovic | 6-2,5-2 |
| UTR Pro Tennis Series Beograd | 2021/07/05 10:30 | Giacomo Revelli v Dusan Milanovic | 6-3,1-6,6-7 |
| ITF M25 Belgrade | 2021/06/30 10:05 | Dusan Milanovic v Rrezart Cungu | 2-6,5-7 |
| ITF M25 Belgrade | 2021/06/29 08:40 | Leonid Sheyngezikht v Dusan Milanovic | 6-3,4-6,10-12 |
| ITF M15 Doboj | 2021/07/14 13:15 | Stefan Milicevic v Andrej Nedic | 7-6,3-6,5-7 |
| UTR Pro Tennis Series Beograd | 2021/07/11 07:00 | Stefan Milicevic v Aleksa Mardjonovic | 6-4,6-2 |
| UTR Pro Tennis Series Beograd | 2021/07/09 11:30 | Aleksei Khomich v Stefan Milicevic | 4-6,1-5 |
| ITF Serbia F8 | 2015/08/12 12:35 | Stefan Milicevic v Medy Chettar | 6-3,6-7,2-6 |
| ITF Serbia F8 | 2014/08/06 12:10 | Laslo Djere v Stefan Milicevic | 4-6,4-6 |