Stadium: Court 2 Round: 25 Ground: Clay
| ITF - M15 Kursumlijska Banja | 2023/05/03 09:20 | Andrey Chepelev v Zoran Ludoski | 6-2,6-3 |
| ITF - M15 Kursumlijska Banja | 2023/09/14 11:20 | Andrey Chepelev v Luka Pavlovic | 2-6,1-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/13 09:50 | Andrey Chepelev v Viktor Jovic | 3-6,7-5,7-6 |
| Challenger - Tulln | 2023/09/03 09:15 | Mats Moraing v Andrey Chepelev | 6-2,6-0 |
| ITF - M15 Vienna | 2023/09/01 08:00 | Andrey Chepelev v Milos Karol | 4-6,6-4,6-7 |
| ITF - M15 Vienna | 2023/08/31 08:00 | Andrey Chepelev v Giovanni Calvano | 6-7,6-2,7-5 |
| ITF - M15 Vienna | 2023/08/30 12:45 | Andrey Chepelev v Stepan Mruzek | 4-6,6-1,6-3 |
| ITF - M15 Caslano | 2023/08/26 09:00 | Andrey Chepelev v Andrea Picchione | 4-6,6-1,6-7 |
| ITF - M15 Caslano | 2023/08/25 16:00 | Andrey Chepelev v Luca Giacomini | 7-5,3-6,6-3 |
| ITF - M15 Kursumlijska Banja | 2023/09/19 10:45 | Egor Khotchenkov v Zoran Ludoski | 7-6,2-6,8-10 |
| ITF - M15 Kursumlijska Banja | 2023/09/18 09:30 | Strahinja Rakic v Zoran Ludoski | 6-4,5-7,1-10 |
| ITF - M15 Kursumlijska Banja | 2023/09/13 13:00 | Zoran Ludoski v Gabriele Pennaforti | 3-6,4-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/12 07:00 | Marko Nikolic v Zoran Ludoski | 3-6,1-6 |
| ITF - M15 Pirot | 2023/09/06 09:40 | Luka Pavlovic v Zoran Ludoski | 6-1,7-6 |
| ITF - M15 Novi Sad | 2023/08/02 13:30 | Zoran Ludoski v Marat Sharipov | 2-6,1-6 |
| ITF - M15 Novi Sad | 2023/07/26 07:30 | Mili Poljicak v Zoran Ludoski | 6-4,6-2 |
| ITF - M15 Sofia | 2023/07/06 11:35 | Goncalo Oliveira v Zoran Ludoski | 6-1,6-2 |