Stadium: Court 2 Round: 44 Ground: Clay
| UTR Pro Sofia | 2023/09/10 05:00 | Tadija Radovanovic v Christos Antonopoulos | 6-4,4-6,0-6 |
| UTR Pro Sofia | 2023/09/09 08:00 | Milen Ianakiev v Tadija Radovanovic | 4-6,3-6 |
| UTR Pro Sofia | 2023/09/07 05:00 | Tadija Radovanovic v Nicolas Buitrago | 1-6,5-7 |
| UTR Pro Sofia | 2023/09/06 06:30 | Tadija Radovanovic v Rayane Oumaouche | 2-6,5-7 |
| UTR Pro Sofia | 2023/09/05 08:00 | Tadija Radovanovic v Vardan Manukyan | 2-6,6-4,6-4 |
| UTR Pro Sofia | 2023/09/04 05:00 | Tadija Radovanovic v Anthony Turchi | 6-0,4-6,6-4 |
| ITF M15 Novi Sad | 2023/07/31 09:30 | Nicolas Bruna v Tadija Radovanovic | 6-4,6-4 |
| ITF M15 Novi Sad | 2023/07/24 11:55 | Tadija Radovanovic v Zak Talic | 6-4,2-6,2-10 |
| ITF M15 Kursumlijska Banja | 2023/09/11 07:00 | Oskari Eerola v Aleksei Khomich | 0-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/10 09:30 | Oskari Eerola v Aleksa Smiljanic | 6-2,6-1 |
| ITF M15 Hyvinkaa | 2023/07/31 09:30 | Oskari Eerola v Filip Apltauer | 4-6,3-6 |
| ITF M15 Vaasa | 2023/06/06 07:00 | Siim Troost v Oskari Eerola | 6-4,3-6,10-7 |
| ITF M15 Kursumlijska Banja | 2023/05/29 08:35 | Alexander Zgirovsky v Oskari Eerola | 7-5,6-0 |
| ITF M15 Kursumlijska Banja | 2023/05/28 07:00 | Oskari Eerola v Aleksa Smiljanic | 6-0,6-0 |
| ITF M15 Kursumlijska Banja | 2023/05/22 08:40 | Petr Bar Biryukov v Oskari Eerola | 6-3,7-5 |
| ITF M15 Kursumlijska Banja | 2023/05/21 11:00 | Shendrit Deari v Oskari Eerola | 6-4,2-6,5-10 |