Stadium: Court 3 Round: 44 Ground: Clay
| ITF - Kursumlijska Banja M15 | 2023/09/12 06:55 | Enrique Bogo v Aleksandar Mihailovic | 7-6,4-6,6-10 |
| ITF - Kursumlijska Banja M15 | 2023/09/11 07:00 | Enrique Bogo v Alexey Aleshchev | 6-4,4-6,12-10 |
| UTR Pro Sofia | 2023/09/10 05:00 | Janos Fekete v Enrique Bogo | 6-3,5-3 |
| UTR Pro Sofia | 2023/09/09 05:00 | Enrique Bogo v Rayane Oumaouche | 6-2,7-6 |
| UTR Pro Sofia | 2023/09/08 05:00 | Mert Ramadan v Enrique Bogo | 3-6,0-6 |
| UTR Pro Sofia | 2023/09/07 05:00 | Christos Antonopoulos v Enrique Bogo | 3-6,2-6 |
| UTR Pro Sofia | 2023/09/05 05:00 | Wadym Konowczuk v Enrique Bogo | 6-3,3-6,4-6 |
| UTR Pro Sofia | 2023/09/04 08:00 | Enrique Bogo v Petr Nesterov | 3-6,4-6 |
| ITF - Kursumlijska Banja M15 | 2023/09/10 09:30 | Oskari Eerola v Aleksa Smiljanic | 6-2,6-1 |
| ITF - Skopje M25 | 2023/06/05 12:15 | Aleksa Smiljanic v Christos Antonopoulos | 3-6,2-6 |
| ITF - Kursumlijska Banja M15 | 2023/05/28 07:00 | Oskari Eerola v Aleksa Smiljanic | 6-0,6-0 |
| ITF - Kursumlijska Banja M15 | 2023/05/21 11:00 | Aleksa Smiljanic v Federico Valle | 1-6,1-6 |
| ITF - Kursumlijska Banja M15 | 2023/04/30 07:00 | Aleksandar Ljubojevic v Aleksa Smiljanic | 6-4,6-1 |