Stadium: Court 7 Round: 14 Ground: Clay
| Challenger Troyes | 2023/07/03 15:55 | Alvaro Lopez San Martin v Mathys Erhard | 6-2,1-6,4-6 |
| ITF M25 Bakio | 2023/06/28 14:00 | Antonio Prat v Alvaro Lopez San Martin | 6-3,4-6,6-2 |
| ITF M25 Bakio | 2023/06/27 17:10 | Illya Maksymchuk v Alvaro Lopez San Martin | 2-6,1-6 |
| Challenger Blois | 2023/06/20 10:15 | Alvaro Lopez San Martin v Calvin Hemery | 4-6,3-6 |
| Challenger Perugia | 2023/06/15 09:00 | Alvaro Lopez San Martin v Fabian Marozsan | 2-6,3-6 |
| Challenger Perugia | 2023/06/13 09:45 | Marco Trungelliti v Alvaro Lopez San Martin | 4-6,6-4,6-7 |
| Challenger Perugia | 2023/06/12 10:10 | Alvaro Lopez San Martin v Alexander Weis | 6-3,6-7,6-7 |
| Challenger Perugia | 2023/06/11 13:20 | Alvaro Lopez San Martin v Pietro Lavoratori | 6-2,6-0 |
| ITF M25 Marburg | 2023/07/05 14:40 | Michael Agwi v Yanaki Milev | 7-5,6-3 |
| Challenger Parma | 2023/06/18 08:00 | Yanaki Milev v Akira Santillan | 1-6,6-4,6-7 |
| ITF M25 Skopje | 2023/06/06 11:05 | Yanaki Milev v Neil Oberleitner | 4-6,4-6 |
| 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 |