Stadium: Court 1 Round: 62 Ground: Clay
| ITF M15 Manacor | 2024/01/23 16:00 | Sidane Pontjodikromo v Iliyan Radulov | 6-7,6-3,6-2 |
| ITF M25 Benicarlo | 2023/11/07 08:30 | Iliyan Radulov v Iker Urribarrens | 6-2,2-6,9-11 |
| ITF M25 Benicarlo | 2023/11/06 11:30 | Iliyan Radulov v Kirill Mishkin | 6-4,6-1 |
| ITF M25 Benicarlo | 2023/11/05 08:30 | Iliyan Radulov v Joris Moret | 7-5,6-4 |
| ITF M25 Zaragoza | 2023/10/06 08:30 | Iliyan Radulov v Deney Wassermann | 4-6,4-6 |
| ITF M25 Zaragoza | 2023/10/05 14:30 | Alvaro Lopez San Martin v Iliyan Radulov | 6-7,6-2,4-6 |
| ITF M25 Zaragoza | 2023/10/03 10:30 | Oscar Jose Gutierrez v Iliyan Radulov | 1-6,6-7 |
| ITF M25 Sabadell | 2023/09/28 13:05 | Felix Gill v Iliyan Radulov | 6-3,6-2 |