Stadium: Court C Round: 26 Ground: Clay
| ITF M15 Sofia | 2022/07/06 12:00 | Leonid Sheyngezikht v Alexandre Reco | 5-7,6-2,6-4 |
| ITF M15 Sofia | 2022/07/04 11:00 | Leonid Sheyngezikht v Gheorghe Claudiu Schinteie | 6-2,6-1 |
| ITF M15 Sofia | 2022/07/04 06:30 | Leonid Sheyngezikht v Josh Reid | 7-6,2-6,10-6 |
| ITF M15 Sofia | 2022/07/03 07:30 | Leonid Sheyngezikht v Omer Yeshaya | 6-3,7-6 |
| ITF M15 Belgrade | 2022/06/27 11:00 | Leonid Sheyngezikht v Marko Andrejic | 6-4,3-6,1-10 |
| ITF M15 Belgrade | 2022/06/26 10:00 | Leonid Sheyngezikht v Egor Khotchenkov | 6-1,7-6 |
| ITF M15 Vaasa | 2022/06/02 10:10 | Daniil Glinka v Leonid Sheyngezikht | 2-6,6-2,6-4 |
| ITF M15 Vaasa | 2022/06/01 09:25 | Jan Kobierski v Leonid Sheyngezikht | 1-6,1-6 |
| 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 |
| UTR Pro Tennis Series Plovdiv | 2022/02/11 09:00 | Ioan Alexandru Chirita v Yanaki Milev | 6-7,2-6 |