Stadium: Court 3 Round: 62 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/05/04 10:10 | Iliyan Radulov v Elliot Benchetrit | 3-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/05/03 10:40 | Iliyan Radulov v Chukang Wang | 6-3,6-3 |
| ITF M15 - Antalya | 2023/03/07 12:55 | Iliyan Radulov v Nicolas Zanellato | 6-7,2-6 |
| ITF M15 - Antalya | 2023/03/02 08:35 | Iliyan Radulov v Eric Vanshelboim | 6-7,4-6 |
| ITF M15 - Antalya | 2023/03/01 07:00 | Vilius Gaubas v Iliyan Radulov | 1-6,6-4,1-6 |
| ITF M15 - Antalya | 2023/02/22 07:00 | Denis Klok v Iliyan Radulov | 6-3,6-0 |
| ITF M15 Sozopol | 2022/10/11 07:00 | Iliyan Radulov v Alexander Donski | 6-4,6-7,4-6 |
| ITF M15 Sozopol | 2022/10/06 09:10 | Iliyan Radulov v Olaf Pieczkowski | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/04/23 07:00 | Pavle Daljev v Aleksei Khomich | 3-6,6-4,6-10 |
| ITF M15 - Antalya | 2023/03/27 09:50 | Louroi Martinez v Pavle Daljev | 6-2,6-1 |
| ITF M15 - Antalya | 2023/03/26 08:00 | Guilherme Meale v Pavle Daljev | 1-6,4-6 |
| ITF M15 - Antalya | 2023/03/12 10:30 | Pavle Daljev v Berk Ilkel | 3-6,1-6 |
| ITF M15 - Antalya | 2023/01/23 10:15 | Antonio Massara v Pavle Daljev | 6-2,6-3 |
| ITF M25 Antalya | 2022/11/06 05:30 | Rik Muller v Pavle Daljev | 6-2,6-0 |
| UTR Pro Tennis Series Bělehrad | 2022/10/15 06:00 | Pavle Daljev v Vanja Hodzic | 6-7,6-4,4-5 |
| UTR Pro Tennis Series Bělehrad | 2022/10/14 09:00 | Pavle Daljev v Oleg Prihodko | 3-6,2-6 |