Round: 44 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/08/28 07:00 | Pavle Daljev v Simone Agostini | 2-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/08/27 07:00 | Pavle Daljev v Petar Jovic | 6-1,6-4 |
| ITF M25 Kursumlijska Banja | 2023/06/04 07:00 | Pavle Daljev v Marko Nikolic | 3-6,6-4,8-10 |
| ITF M25 Kursumlijska Banja | 2023/05/15 07:00 | Milan Drinic v Pavle Daljev | 7-5,6-4 |
| ITF M25 Kursumlijska Banja | 2023/05/14 09:30 | Pavle Daljev v Alexandar Balj | 6-1,6-0 |
| ITF M25 Kursumlijska Banja | 2023/05/08 13:05 | Iliyan Radulov v Pavle Daljev | 6-1,6-2 |
| ITF M15 Kursumlijska Banja | 2023/04/23 07:00 | Pavle Daljev v Aleksei Khomich | 3-6,6-4,6-10 |
| ITF M15 Antalya | 2023/03/27 09:50 | Louroi Martinez v Pavle Daljev | 6-2,6-1 |
| ITF M15 Kursumlijska Banja | 2023/08/27 09:30 | Jacques-Kai Inoue v Boris Stojanovic | 6-1,6-1 |
| ITF M25 Skopje | 2023/06/04 09:30 | Alen Bill v Boris Stojanovic | 6-1,6-1 |
| ITF M15 Kursumlijska Banja | 2023/05/21 08:00 | Aleksandar Ljubojevic v Boris Stojanovic | 6-3,6-1 |
| ITF M15 Osijek | 2023/04/30 09:30 | Vito Dell'Elba v Boris Stojanovic | 6-0,6-0 |
| ITF M25 Split | 2023/04/17 07:00 | Gabriel Gomez v Boris Stojanovic | 6-2,6-3 |
| ITF M25 Dubrovnik | 2023/04/02 08:30 | Tymofii Milovanov v Boris Stojanovic | 3-6,6-1,11-9 |
| ITF M15 Monastir | 2022/12/04 08:00 | Boris Stojanovic v Walid Ahouda | 0-6,1-6 |
| ITF M25 Monastir | 2022/11/28 08:00 | Karol Tomanski v Boris Stojanovic | 6-2,6-0 |