Stadium: Court 6 Round: 25 Ground: Clay
| Challenger Skopje | 2023/05/21 09:50 | Yanaki Milev v Pedro Boscardin Dias | 2-6,6-7 |
| ITF M15 Antalya | 2023/05/11 07:30 | Deney Wassermann v Yanaki Milev | 6-3,2-6,6-2 |
| ITF M15 Antalya | 2023/05/10 12:20 | Lorenzo Joaquin Rodriguez v Yanaki Milev | 4-6,3-6 |
| ITF M15 Antalya | 2023/05/03 12:15 | Yanaki Milev v Cengiz Aksu | 6-7,3-6 |
| ITF M15 Antalya | 2023/04/20 09:00 | Viacheslav Bielinskyi v Yanaki Milev | 5-7,6-1,6-4 |
| ITF M15 Antalya | 2023/04/18 10:25 | Yanaki Milev v Jasper Lai | 6-1,6-1 |
| ITF M15 Antalya | 2023/04/16 07:20 | Dragos Nicolae Madaras v Yanaki Milev | 4-6,6-0,4-6 |
| ITF M15 Antalya | 2023/04/15 07:20 | Yanaki Milev v Damien Wenger | 7-6,7-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/30 11:45 | Neil Oberleitner v Jakub Nicod | 5-7,4-6 |
| ITF M15 Osijek | 2023/05/07 09:00 | Neil Oberleitner v Mohamed Safwat | 6-4,6-3 |
| ITF M15 Osijek | 2023/05/06 09:00 | Neil Oberleitner v Luka Mikrut | 6-2,7-5 |
| ITF M15 Osijek | 2023/05/05 08:55 | Matej Dodig v Neil Oberleitner | 4-6,7-6,4-6 |
| ITF M15 Osijek | 2023/05/04 09:00 | Pavel Verbin v Neil Oberleitner | 1-6,2-6 |
| ITF M15 Osijek | 2023/05/03 14:30 | Emanuele Mazzeschi v Neil Oberleitner | 3-6,6-3,0-6 |
| ITF M25 Nottingham | 2023/04/25 14:15 | Neil Oberleitner v Matthew Dellavedova | 6-7,5-7 |
| ITF M25 Nottingham | 2023/04/20 10:55 | Neil Oberleitner v Karl Friberg | 6-7,6-2,5-7 |