Stadium: Court 8 Round: 26 Ground: Clay
| ITF M25 Santa Margherita | 2024/10/15 08:55 | Iannis Miletich v Gabriele Piraino | 3-6,6-4,6-0 |
| ITF M25 Santa Margherita | 2024/10/07 13:25 | Iannis Miletich v Sebastian Fanselow | 3-6,4-6 |
| ITF M25 Zaragoza | 2024/09/29 15:00 | Iannis Miletich v Rafael Segado Esteve | 3-6,2-6 |
| ITF M15 Kursumlijska Banja | 2024/09/22 11:30 | Iannis Miletich v Sasa Markovic | 6-3,4-6,3-10 |
| ITF M15 Kursumlijska Banja | 2024/09/12 07:00 | Andrey Chepelev v Iannis Miletich | 6-2,6-1 |
| ITF M15 Kursumlijska Banja | 2024/08/29 08:35 | Dusan Obradovic v Iannis Miletich | 3-6,6-3,6-2 |
| ITF M15 Kursumlijska Banja | 2024/08/28 10:20 | Stefan Kostic v Iannis Miletich | 4-6,2-6 |
| ITF M15 Pirot | 2024/08/22 08:50 | Stefan Popovic v Iannis Miletich | 6-3,6-2 |
| ITF M25 Santa Margherita | 2024/10/15 08:50 | Yanaki Milev v Jacopo Bilardo | 6-1,6-2 |
| 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 |