Stadium: Court 5 Round: 62 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/05/21 12:30 | Darko Kolevski v Niksa Arsic | 3-6,2-6 |
| ITF M25 Kursumlijska Banja | 2023/05/15 08:10 | Timofey Stepanov v Darko Kolevski | 6-0,6-3 |
| ITF M25 Kursumlijska Banja | 2023/05/07 10:30 | Jacques-Kai Inoue v Darko Kolevski | 7-5,6-1 |
| ITF M15 Kursumlijska Banja | 2023/04/30 14:00 | Darko Kolevski v Stijn Pel | 4-6,4-6 |