Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | 밀루세브, 플라멘 v 네데브, 디안 | 4-6,2-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/18 09:00 | Yanaki Milev v 밀루세브, 플라멘 | 3-6,6-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 12:00 | Iliyan Radulov v 밀루세브, 플라멘 | 6-3,1-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 07:58 | 밀루세브, 플라멘 v Dmitrii Vasilev | 6-1,6-0 |
| ITF M15 Sofia | 2021/07/05 07:00 | 밀루세브, 플라멘 v 세인게지크트, 레오니드 | 3-6,6-3,9-11 |
| ITF M15 Sofia | 2021/07/04 07:30 | 피치온, 안드레아 v 밀루세브, 플라멘 | 6-7,0-6 |
| ITF M15 Skopje | 2021/06/09 09:00 | Li, Hanwen v 밀루세브, 플라멘 | 6-4,6-7,6-4 |
| ITF M15 Skopje | 2021/06/08 07:30 | 밀루세브, 플라멘 v Viktor Jovic | 6-4,7-6 |
| ITF M25 Pitesti | 2021/08/02 06:00 | Nikola Kolyachev v 온티카, 코스민 | 7-5,0-6,4-10 |
| ITF M15 Sofia | 2021/07/05 07:00 | 론카델리, 프란코 v Nikola Kolyachev | 6-4,6-1 |
| ITF M15 Sofia | 2021/07/04 07:30 | Nikola Kolyachev v Llanes, Francisco | 6-2,6-7,10-1 |