Stadium: COURT VIKTOR TROICKI Round: 25 Ground: Clay
| ITF M15 Pazardzhik | 2023/05/24 08:45 | Iliyan Radulov v Riccardo Balzerani | 4-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/21 12:30 | Iliyan Radulov v Simone Roncalli | 6-4,6-1 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Denis Klok v Iliyan Radulov | 1-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/20 09:45 | Alex Knaff v Iliyan Radulov | 4-6,2-6 |
| ITF M15 Pazardzhik | 2023/05/19 08:00 | Iliyan Radulov v Vlad Andrei Dancu | 1-6,6-1,6-2 |
| ITF M15 Pazardzhik | 2023/05/18 14:40 | Victorio Marquiselli v Iliyan Radulov | 1-6,3-6 |
| ITF M25 Kursumlijska Banja | 2023/05/10 09:40 | Iliyan Radulov v Mathys Erhard | 3-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/05/09 08:00 | Iliyan Radulov v Aleksandar Ljubojevic | 6-3,6-2 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Simone Roncalli v Gabriel Donev | 6-1,6-1 |
| ITF M15 Pazardzhik | 2023/05/24 10:25 | Kane Bonsach Ganley v Gabriel Donev | 3-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/20 07:00 | Gabriel Donev v Denis Klok | 6-7,5-7 |
| ITF M15 Pazardzhik | 2023/05/19 07:50 | Filip Cristian Jianu v Gabriel Donev | 4-6,5-7 |
| ITF M15 Pazardzhik | 2023/05/18 11:30 | Maxence Broville v Gabriel Donev | 6-2,4-6,4-6 |
| ITF M15 Alaminos-Larnaca | 2023/04/27 07:00 | Gabriel Donev v Adam Moundir | 6-4,4-6,4-6 |
| ITF M15 Alaminos-Larnaca | 2023/04/25 07:00 | Stylianos Christodoulou v Gabriel Donev | 3-6,1-6 |
| ITF M15 Antalya | 2023/04/19 12:20 | Gabriel Donev v Simon A Ivanov | 6-7,4-6 |