Stadium: Court 6 Round: 14 Ground: Clay
| 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 Antalya | 2023/04/13 09:25 | Daniele Capecchi v Yanaki Milev | 7-6,6-7,1-6 |
| Challenger Oeiras | 2023/05/14 14:10 | Manuel Guinard v Pedro Boscardin Dias | 6-2,7-6 |
| Challenger Coquimbo | 2023/05/03 18:20 | Pedro Boscardin Dias v Joao Lucas Reis da Silva | 2-6,2-6 |
| Challenger Coquimbo | 2023/05/01 19:35 | Naoki Nakagawa v Pedro Boscardin Dias | 6-4,5-7,3-6 |
| Challenger Buenos Aires | 2023/04/25 13:00 | Pedro Boscardin Dias v Hernan Casanova | 1-6,3-6 |
| Challenger Florianopolis | 2023/04/20 13:00 | Alessandro Giannessi v Pedro Boscardin Dias | 6-4,6-4 |
| Challenger Florianopolis | 2023/04/19 14:25 | Pedro Boscardin Dias v Maxime Janvier | 6-4,6-2 |
| UTR Pro Tigre | 2023/04/02 16:04 | Pedro Boscardin Dias v Franco Emanuel Egea | 5-7,6-6 |
| UTR Pro Tigre | 2023/04/01 18:30 | Pedro Boscardin Dias v Joaquin Aguillar Cardozo | 6-2,6-4 |