Stadium: ATINTERMODAL Court12 Round: 62 Ground: Clay
| ITF M15 Hrastnik | 2024/06/03 12:00 | Jan Kupcic v Dennis Dragomirov | 6-1,6-3 |
| ITF M15 Osijek | 2024/04/28 07:00 | Matias Riva v Dennis Dragomirov | 7-6,6-4 |
| ITF M15 Split | 2024/04/22 08:00 | Dennis Dragomirov v Karol Filar | 3-6,4-6 |
| ITF M15 Dubrovnik | 2024/04/14 10:15 | Dennis Dragomirov v Maks Meh | 6-7,1-6 |
| ITF M25 Trimbach | 2024/03/11 12:15 | Tanguy Genier v Dennis Dragomirov | 6-3,6-2 |
| ITF M15 Oberhaching | 2024/02/11 11:25 | Jannik Opitz v Dennis Dragomirov | 6-4,6-4 |
| ITF M25 Heraklion | 2023/11/28 09:30 | Evgenios Vasilakis v Dennis Dragomirov | 6-2,3-6,14-12 |
| ITF M25 Heraklion | 2023/11/27 08:00 | Brett Winters v Dennis Dragomirov | 5-7,1-6 |