Stadium: Court 2 Round: 25 Ground: Clay
| Davis Cup | 2023/06/17 09:00 | Marco De Rossi v Obrad Markovski | 6-0,6-1 |
| Davis Cup | 2023/06/16 08:50 | Menelaos Efstathiou v Obrad Markovski | 6-1,6-2 |
| Davis Cup | 2023/06/14 07:25 | Obrad Markovski v Alex Degabriele | 6-4,2-6,6-7 |
| ITF M25 Skopje | 2023/06/07 09:00 | Lazar Vojinovic v Obrad Markovski | 6-3,6-4 |
| ITF M15 Kursumlijska Banja | 2023/05/31 13:50 | Samuel Vincent Ruggeri v Obrad Markovski | 6-4,6-1 |
| ITF M15 Kursumlijska Banja | 2023/05/30 09:05 | Geni Inoue v Obrad Markovski | 4-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/05/29 11:30 | Federico Hernan Giovanniello v Obrad Markovski | 4-6,2-6 |
| Challenger Skopje | 2023/05/22 09:00 | Karol Drzewiecki v Obrad Markovski | 6-2,7-5 |
| ITF M25 Osijek | 2023/08/07 12:55 | Marcell Bartakovics v Aleksa Pisaric | 6-4,2-6,10-5 |
| ITF M15 Novi Sad | 2023/08/02 09:30 | Valerio Aboian v Aleksa Pisaric | 6-4,6-3 |
| ITF M15 Sofia | 2023/07/06 06:30 | Aleksa Pisaric v Leonardo Aboian | 1-6,4-6 |
| ITF M15 Sofia | 2023/07/05 10:15 | Aleksa Pisaric v Viktor Jovic | 6-3,7-6 |
| ITF M15 Belgrade | 2023/06/28 08:40 | Aleksa Pisaric v Aleksa Mardjonovic | 6-4,4-6,3-6 |
| ITF M15 Sarajevo | 2023/06/07 06:55 | Aleksa Pisaric v Igor Gimenez | 1-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/05/31 11:05 | Aleksa Pisaric v Leonardo Aboian | 6-7,6-7 |
| ITF M15 Kursumlijska Banja | 2023/05/24 08:45 | Aleksa Pisaric v Evgeny Tyurnev | 4-6,5-7 |