Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Kursumlijska Banja | 2024/08/28 12:10 | Simon A Ivanov v Younes Lalami Laaroussi | 2-6,6-4,3-6 |
| Challenger Dobrich | 2024/08/18 07:00 | Simon A Ivanov v Luca Wiedenmann | 2-6,6-7 |
| ITF M15 Sofia | 2024/08/14 12:50 | Simon A Ivanov v Mariano Tammaro | 4-6,1-6 |
| ITF M15 Kursumlijska Banja | 2024/07/10 09:45 | Simon A Ivanov v Gabriele Volpi | 6-2,4-6,3-6 |
| Challenger Brasov | 2024/06/30 07:30 | Nikoloz Basilashvili v Simon A Ivanov | 6-4,6-1 |
| ITF M15 Kursumlijska Banja | 2024/06/22 09:50 | Simon A Ivanov v Tommaso Compagnucci | 1-6,5-7 |
| ITF M15 Kursumlijska Banja | 2024/06/21 08:30 | Andrey Chepelev v Simon A Ivanov | 2-6,1-6 |
| ITF M15 Kursumlijska Banja | 2024/06/20 07:00 | Simon A Ivanov v Jan Hrazdil | 6-4,6-1 |
| ITF M15 Pirot | 2024/08/23 06:55 | Stefano D'Agostino v Vuk Radjenovic | 6-4,6-1 |
| ITF M15 Pirot | 2024/08/22 07:00 | Demetris Azoides v Vuk Radjenovic | 3-6,6-7 |
| ITF M15 Pirot | 2024/08/21 06:55 | Stefan Vedovelli v Vuk Radjenovic | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2024/08/10 07:00 | Tommaso Compagnucci v Vuk Radjenovic | 6-3,3-6,6-3 |
| ITF M15 Kursumlijska Banja | 2024/08/09 10:00 | Vuk Radjenovic v Fernando Cavallo | 6-4,6-3 |
| ITF M15 Kursumlijska Banja | 2024/08/08 07:00 | Vuk Radjenovic v Lorenzo Gagliardo | 6-4,7-6 |
| ITF M15 Kursumlijska Banja | 2024/08/06 12:40 | Vuk Radjenovic v Artur Kukasian | 6-2,2-6,6-2 |
| ITF M15 Kursumlijska Banja | 2024/07/30 11:00 | Vuk Radjenovic v Alexander Stater | 4-6,6-4,6-7 |