Stadium: Court 3 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 M15 Kursumlijska Banja | 2023/05/24 08:45 | Aleksa Pisaric v Evgeny Tyurnev | 4-6,5-7 |
| ITF M15 Doboj | 2023/05/10 09:45 | Samir Hamza Reguig v Aleksa Pisaric | 6-2,4-6,6-3 |
| ITF M15 Osijek | 2023/05/03 12:15 | Andrej Nedic v Aleksa Pisaric | 6-4,6-2 |
| UTR Pro Beograd | 2023/04/16 06:00 | Nazim Makhlouf v Aleksa Pisaric | 2-6,1-5 |
| UTR Pro Beograd | 2023/04/15 09:00 | Aleksa Pisaric v Gorazd Srbljak | 6-2,5-2 |
| UTR Pro Beograd | 2023/04/14 06:01 | Petr Nesterov v Aleksa Pisaric | 6-2,5-7,7-6 |
| UTR Pro Beograd | 2023/04/12 08:00 | Milan Drinic v Aleksa Pisaric | 6-4,2-6,6-3 |
| UTR Pro Beograd | 2023/04/10 09:06 | Kristian Juhas v Aleksa Pisaric | 6-1,6-1 |