Estadio: Court 4 Round: 62 Ground: Clay
| ITF M15 Osijek | 2023/04/30 11:00 | Martin Benes v Dennis Dragomirov | 5-7,6-2,7-10 |
| ITF M15 Sharm El Sheikh | 2023/03/12 08:00 | Dennis Dragomirov v Samuel Puskar | 1-6,5-7 |
| ITF M15 Sharm El Sheikh | 2023/03/05 10:00 | Dennis Dragomirov v Hamish Stewart | 3-6,0-6 |
| ITF M15 Sharm El Sheikh | 2023/02/26 11:30 | Gabriele Bosio v Dennis Dragomirov | 3-6,6-3,10-7 |
| ITF M15 Sharm El Sheikh | 2023/02/19 08:00 | Dennis Dragomirov v Pijus Vaitiekunas | 4-6,2-6 |
| ITF M15 Sharm El Sheikh | 2022/09/25 09:00 | Dennis Dragomirov v Stefan Simeunovic | 3-6,1-6 |
| ITF M25 Madrid | 2022/09/12 10:00 | Luis Diego Chavez Villalpando v Dennis Dragomirov | 2-6,6-4,10-6 |
| ITF M15 Budapest | 2022/09/06 12:30 | Dennis Dragomirov v Peter Goldsteiner | 3-6,3-6 |
| ITF M15 Osijek | 2023/04/30 14:00 | Gal Emersic Potocnik v Maj Premzl | 3-6,3-6 |
| ITF M25 Split | 2023/04/19 09:40 | Emilien Voisin v Maj Premzl | 6-1,4-6,6-2 |
| ITF M25 Split | 2023/04/18 08:00 | Piotr Matuszewski v Maj Premzl | 5-7,2-6 |
| ITF M25 Split | 2023/04/17 13:00 | Elias Julian Werner v Maj Premzl | 1-6,2-6 |
| ITF M25 Split | 2023/04/17 07:00 | Oliver Varga-Toth v Maj Premzl | 0-6,4-6 |
| ITF M25 Opatija | 2023/03/21 08:00 | Maj Premzl v Andrea Bolla | 5-7,6-3,8-10 |
| ITF M25 Opatija | 2023/03/19 10:30 | Maj Premzl v Jerko Brkic | 6-3,1-6,10-5 |
| ITF M15 Rovinj | 2023/03/13 10:30 | Artem Podorozhnyi v Maj Premzl | 7-5,3-6,10-7 |