Stadium: Court 2 Round: 25 Ground: Clay
| ITF M15 Sofia | 2022/07/07 10:35 | Leonid Sheyngezikht v Yanaki Milev | 7-6,6-4 |
| ITF M15 Sofia | 2022/07/05 10:15 | Yanaki Milev v Cezar Cretu | 6-4,6-3 |
| ITF M15 Belgrade | 2022/06/29 12:45 | Yanaki Milev v Roko Horvat | 3-6,6-7 |
| ITF M25 Skopje | 2022/06/07 08:00 | Stefanos Sakellaridis v Yanaki Milev | 3-6,6-3,10-4 |
| ITF M25 Skopje | 2022/06/06 12:40 | Luka Ljuben Andonov v Yanaki Milev | 5-7,1-6 |
| 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 |
| ITF M15 Craiova | 2022/08/16 09:10 | Calin T Stirbu v Tom Evans | 4-6,6-4,10-4 |
| ITF M15 Craiova | 2022/08/15 11:00 | Alexandru Luca v Calin T Stirbu | 5-7,6-3,14-16 |
| ITF M15 Craiova | 2022/08/15 08:00 | Calin T Stirbu v Sergo Sikharulidze | 7-5,7-5 |