Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2022/10/06 09:10 | Iliyan Radulov v Olaf Pieczkowski | 2-6,2-6 |
| ITF M15 Sozopol | 2022/10/05 07:00 | Simeon Terziev v Iliyan Radulov | 4-6,3-6 |
| ITF M15 Sofia | 2022/07/05 08:40 | Iliyan Radulov v Rrezart Cungu | 4-6,6-4,3-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 12:00 | Iliyan Radulov v Plamen Milushev | 6-3,1-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/16 07:30 | Iliyan Radulov v Ilya Snitari | 3-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 10:30 | Iliyan Radulov v Denislav Prodanov | 2-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/14 06:00 | Dian Nedev v Iliyan Radulov | 7-5,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/13 09:00 | Aristotelis Thanos v Iliyan Radulov | 4-2 |
| ITF M15 Sozopol | 2022/10/08 07:00 | Alexander Donski v Sebastian Gima | 3-6,6-4,3-6 |
| ITF M15 Sozopol | 2022/10/07 07:00 | Alexander Donski v Olaf Pieczkowski | 6-1,6-7,6-0 |
| ITF M15 Sozopol | 2022/10/06 11:35 | Bogdan Bobrov v Alexander Donski | 3-6,6-7 |
| ITF M15 Sozopol | 2022/10/04 07:00 | Dan Alexandru Tomescu v Alexander Donski | 4-6,6-7 |
| ATP Sofia | 2022/09/25 10:25 | Alexander Donski v Andreas Seppi | 4-6,2-6 |
| Challenger Cassis | 2022/09/04 09:30 | Lukas Rosol v Alexander Donski | 4-6,7-6,6-4 |
| Challenger Mallorca | 2022/08/29 09:50 | Lukas Lacko v Alexander Donski | 6-4,6-4 |
| ITF M25 Roehampton | 2022/08/25 08:55 | Giles Hussey v Alexander Donski | 7-5,6-3 |