Stadium: Center Court Round: 44 Ground: Clay
| ITF M15 Kursumlijska Banja | 2024/07/22 10:30 | Milos Mikovic v Dinko Dinev | 6-3,6-3 |
| ITF M15 Kursumlijska Banja | 2024/07/21 09:00 | Andrej Djokic v Dinko Dinev | 3-6,1-6 |
| ITF M15 Kursumlijska Banja | 2024/07/16 05:55 | Plamen Milushev v Dinko Dinev | 6-3,6-7,11-9 |
| ITF M15 Kursumlijska Banja | 2024/07/15 06:00 | Matej Djokic v Dinko Dinev | 1-6,2-6 |
| UTR Pro Skopje | 2024/07/08 08:30 | Dinko Dinev v Nikola Jovic | 2-6,0-0 |
| UTR Pro Skopje | 2024/07/06 07:00 | Andras Necz v Dinko Dinev | 6-1,6-0 |
| UTR Pro Skopje | 2024/07/04 10:31 | Dinko Dinev v Gabriel Alejandro Hidalgo | 6-7,3-6 |
| UTR Pro Skopje | 2024/07/02 07:00 | Dinko Dinev v Shendrit Deari | 6-1,6-4 |
| ITF M15 Sofia | 2024/08/12 06:00 | Martin Dimitrov v Mihail Ivanov | 7-6,4-6,7-10 |
| ITF M15 Kursumlijska Banja | 2024/08/06 06:00 | Mihail Ivanov v Jeremy Schifris | 0-6,0-6 |
| ITF M15 Kursumlijska Banja | 2024/08/04 10:30 | Kirill Mishkin v Mihail Ivanov | 6-1,5-7,3-10 |
| ITF M15 Kursumlijska Banja | 2024/07/28 06:00 | Manuel Mouilleron Salvo v Mihail Ivanov | 4-6,6-4,12-10 |
| ITF M15 Kursumlijska Banja | 2024/07/14 09:00 | Lucio Carnevalle v Mihail Ivanov | 6-0,6-4 |
| ITF M15 Kursumlijska Banja | 2024/07/07 08:30 | Mihail Ivanov v Tymur Bieldiugin | 1-6,4-6 |
| ITF M15 Kursumlijska Banja | 2024/06/09 08:30 | Angel Hernandez v Mihail Ivanov | 6-3,6-3 |
| ITF M25 Kursumlijska Banja | 2024/06/03 09:30 | Mihail Ivanov v Svyatoslav Gulin | 3-6,1-6 |