Stadium: Court 6 Round: 62 Ground: Clay
| ITF M25 Skopje | 2022/06/05 08:00 | Samuil Konov v Yanaki Milev | 6-4,3-6,3-10 |
| UTR Pro Tennis Series Plovdiv | 2022/02/13 07:00 | Egor Agafonov v Yanaki Milev | 6-1,6-1 |
| UTR Pro Tennis Series Plovdiv | 2022/02/12 11:30 | Yanaki Milev v Simon A Ivanov | 6-4,6-3 |
| UTR Pro Tennis Series Plovdiv | 2022/02/11 09:00 | Ioan Alexandru Chirita v Yanaki Milev | 6-7,2-6 |
| UTR Pro Tennis Series Plovdiv | 2022/02/10 10:21 | Oleksandr Bielinskyi v Yanaki Milev | 6-3,5-2 |
| UTR Pro Tennis Series Plovdiv | 2022/02/08 09:54 | Gabriel Donev v Yanaki Milev | 6-4,1-6,6-3 |
| UTR Pro Tennis Series Plovdiv | 2022/02/07 10:30 | Yanaki Milev v Alexander Lazov | 7-5,5-3 |
| ITF M15 Antalya | 2022/01/28 13:15 | Yanaki Milev v S Mert Ozdemir | 7-5,3-6,7-10 |