Stadium: Court 2 Round: 44 Ground: Clay
| ITF M15 Sofia | 2022/07/03 09:00 | 디미트로브, 마르틴 v 밀루세브, 플라멘 | 7-6,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/30 10:30 | 디미트로브, 마르틴 v 밀루세브, 플라멘 | 4-6,7-5,5-2 |
| UTR Pro Tennis Series Copenhagen | 2022/04/28 06:00 | 밀루세브, 플라멘 v Ganchev, Alex | 4-6,6-2,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/27 09:00 | 밀루세브, 플라멘 v 이바노브, 시몬 안토니 | 3-6,7-6,1-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/26 06:00 | 밀루세브, 플라멘 v Zormann Da Silva, Marcelo | 4-6,6-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/25 10:55 | 밀루세브, 플라멘 v Heaney-Secord, Christian | 1-6,3-6 |
| UTR Pro Tennis Series Barcelona | 2022/03/31 14:08 | Penev, Ivan v 밀루세브, 플라멘 | 6-2,1-0 |
| UTR Pro Tennis Series Barcelona | 2022/03/30 09:30 | 로베르트, 퀸틴 v 밀루세브, 플라멘 | 6-2,6-2 |
| ITF M15 Monastir | 2021/11/14 08:30 | Pierre Yves Bailly v 보엘러, 도미니크 | 4-6,7-6,6-2 |
| ITF M15 Monastir | 2021/11/13 10:30 | 온클린, 가우시어 v Pierre Yves Bailly | 1-6,6-7 |
| ITF M15 Monastir | 2021/11/11 08:00 | Guy Den Ouden v Pierre Yves Bailly | 3-6,6-7 |
| ITF M15 Monastir | 2021/11/03 08:30 | Pierre Yves Bailly v 보우레아우, 알렉시스 | 1-6,4-6 |
| ITF M15 Monastir | 2021/10/12 10:50 | Pierre Yves Bailly v Raphael Collignon | 6-4,5-7,1-6 |
| ITF M15 Monastir | 2021/10/12 10:30 | Pierre Yves Bailly v Raphael Collignon | 6-4,5-7,1-6 |
| ITF M15 Monastir | 2021/10/07 13:35 | 만소우리, 스칸델 v Pierre Yves Bailly | 6-2,6-2 |
| ITF M15 Monastir | 2021/10/05 08:25 | Gueymard Wayenburg, Sascha v Pierre Yves Bailly | 2-6,1-6 |