Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2022/10/06 09:40 | Nicolae Frunza v Yanaki Milev | 6-3,6-4 |
| ITF M15 Sozopol | 2022/10/05 08:45 | Mert Ramadan v Yanaki Milev | 6-7,4-6 |
| ITF M15 Constanta | 2022/09/06 11:00 | Ioan Alexandru Chirita v Yanaki Milev | 3-6,6-4,6-3 |
| ITF M15 Pescara | 2022/08/30 12:25 | Lautaro Agustin Falabella v Yanaki Milev | 6-4,6-1 |
| ITF M15 Craiova | 2022/08/18 07:00 | Yanaki Milev v Ilya Snitari | 6-7,4-6 |
| ITF M15 Craiova | 2022/08/17 08:05 | Yanaki Milev v Calin T Stirbu | 5-7,6-3,6-2 |
| 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 Sozopol | 2022/10/05 07:00 | Simeon Terziev v Iliyan Radulov | 4-6,3-6 |
| ITF M15 Sofia | 2022/07/06 10:50 | Alexandar Lazarov v Simeon Terziev | 6-3,6-3 |
| ITF M25 Osijek | 2022/05/18 08:00 | Patrik Jurina v Simeon Terziev | 7-6,3-6,6-2 |
| ITF M15 Antalya | 2022/04/26 07:00 | Diego A B Sanchez v Simeon Terziev | 6-2,6-0 |
| ITF M15 Antalya | 2022/04/25 06:50 | Simeon Terziev v Fletcher Scott | 6-4,6-2 |
| ITF M15 Antalya | 2022/04/24 07:00 | Amirhosein Kepadkho v Simeon Terziev | 1-6,0-6 |
| ITF M15 Antalya | 2022/04/11 07:55 | Ilya Snitari v Simeon Terziev | 6-2,6-2 |
| ITF M15 Antalya | 2022/04/04 11:40 | Simeon Terziev v Tomas Lanik | 6-1,4-6,11-13 |