Stadium: Court 3 Round: 25 Ground: Clay
| 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 M25 Kursumlijska Banja | 2023/05/08 13:05 | Iliyan Radulov v Pavle Daljev | 6-1,6-2 |
| 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 |
| Challenger Roseto | 2023/04/18 12:00 | Sumit Nagal v Riccardo Balzerani | 6-3,6-3 |
| Challenger Roseto | 2023/04/16 09:45 | Riccardo Balzerani v Khumoyun Sultanov | 6-3,6-3 |
| Challenger Zadar | 2023/03/19 09:00 | Riccardo Balzerani v Carlos Sanchez Jover | 3-6,5-7 |
| ITF M15 Rovinj | 2023/03/16 09:00 | Sergi Perez Contri v Riccardo Balzerani | 6-1,6-2 |
| ITF M15 Rovinj | 2023/03/15 12:55 | Riccardo Balzerani v Dusan Obradovic | 6-3,7-5 |
| ITF M15 Porec | 2023/03/11 14:00 | Mirko Martinez v Riccardo Balzerani | 7-6,6-4 |
| ITF M15 Porec | 2023/03/10 10:00 | Riccardo Balzerani v Damien Wenger | 6-2,6-7,6-3 |
| ITF M15 Porec | 2023/03/09 09:00 | Riccardo Balzerani v Davide Galoppini | 7-6,6-2 |