Stadium: Court 1 Round: 44 Ground: Clay
| ITF - M15 Doboj | 2023/05/08 08:00 | Dennis Dragomirov v Radomir Tomic | 5-7,0-6 |
| ITF - M15 Osijek | 2023/05/01 11:30 | Dennis Dragomirov v Maj Premzl | 5-7,0-6 |
| 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 Split | 2023/04/17 07:00 | Jan Kupcic v Ognjen Pavlovic | 6-1,6-0 |
| ITF - M25 Pirot | 2022/09/19 10:50 | George Lazarov v Ognjen Pavlovic | 6-3,6-0 |
| ITF - M25 Pirot | 2022/09/18 11:30 | Ognjen Pavlovic v Goran Zivotic | 6-3,6-4 |
| ITF - M25 Maribor | 2022/09/05 08:55 | Patrik Jurina v Ognjen Pavlovic | 6-4,4-6,10-4 |
| ITF - M25 Maribor - Calificari | 2022/09/04 14:20 | Ognjen Pavlovic v Ivan Kremenchutskyi | 6-2,6-4 |
| ITF - M25 Maribor | 2022/08/29 07:30 | Franco Roncadelli v Ognjen Pavlovic | 6-2,6-0 |
| ITF - M25 Maribor | 2022/08/28 07:30 | Zan M Mihovec v Ognjen Pavlovic | 0-6,0-6 |
| ITF - M15 Celje | 2022/08/21 10:00 | Matija Zugic v Ognjen Pavlovic | 7-5,7-5 |