Stadium: Court 4 Round: 25 Ground: Clay
| ITF M25 Santa Margherita | 2024/10/08 13:30 | Yanaki Milev v Alexander Weis | 5-7,4-6 |
| Davis Cup | 2024/09/16 10:35 | Yanaki Milev v Marcelo Arevalo | 2-6,6-1,7-6 |
| Davis Cup | 2024/09/14 14:45 | Yanaki Milev v Cesar Cruz | 6-3,4-6,6-3 |
| Challenger Tulln | 2024/09/01 12:35 | Viktor Durasovic v Yanaki Milev | 6-3,6-1 |
| Challenger Dobrich | 2024/08/20 07:00 | Yanaki Milev v Nikolas Sanchez Izquierdo | 3-6,4-6 |
| Challenger Bonn | 2024/08/06 10:15 | Henri Squire v Yanaki Milev | 6-3,6-4 |
| Challenger Bonn | 2024/08/05 09:00 | Daniel Dutra Da Silva v Yanaki Milev | 6-7,6-4,4-6 |
| Challenger Verona | 2024/07/22 08:00 | Yanaki Milev v Petr Nesterov | 7-6,3-6,4-6 |
| ITF M25 Santa Margherita | 2024/10/14 07:55 | Jacopo Bilardo v Benjamin Torrealba | 3-6,2-6 |
| ITF M25 Santa Margherita | 2024/09/30 13:05 | Jacopo Bilardo v Marcello Serafini | 2-6,6-4,1-6 |
| ITF M25 Santa Margherita | 2024/09/25 08:00 | Jacopo Bilardo v Oleksii Krutykh | 2-6,2-6 |
| ITF M25 Santa Margherita | 2024/09/24 11:00 | Marcello Serafini v Jacopo Bilardo | 5-7,6-3,3-6 |
| ITF M25 Santa Margherita | 2024/09/23 12:55 | Lorenzo Beraldo v Jacopo Bilardo | 2-6,2-6 |
| ITF M15 Bologna | 2024/09/04 12:20 | Mathys Erhard v Jacopo Bilardo | 6-3,6-2 |
| Challenger Como | 2024/08/25 09:40 | Jacopo Bilardo v Svyatoslav Gulin | 6-7,4-6 |
| ITF M15 Arad | 2024/08/23 08:00 | Jacopo Bilardo v Felix Balshaw | 6-7,1-6 |