Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Kursumlijska Banja | 2023/05/15 13:50 | Luca Nari v Matija Zugic | 2-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/05/08 08:55 | Matija Zugic v Maxim Krapivin | 2-6,4-6 |
| ITF M25 Kursumlijska Banja | 2023/05/07 09:00 | Luca Teboul v Matija Zugic | 4-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/05/01 07:00 | Federico Bertuccioli v Matija Zugic | 6-0,6-0 |
| ITF M15 Kursumlijska Banja | 2023/04/23 09:00 | Matija Zugic v Egor Gorin | 4-6,6-7 |
| ITF M15 Antalya Qual | 2023/01/16 08:10 | Matija Zugic v Danilo Raicevic | 2-6,0-6 |
| ITF M15 Antalya Qual | 2023/01/15 06:30 | Mert Naci Turker v Matija Zugic | 5-7,2-6 |
| ITF M15 Antalya | 2023/01/09 07:30 | Berk Ilkel v Matija Zugic | 6-2,6-2 |
| ITF M25 Kursumlijska Banja | 2023/05/14 10:45 | Clement Tabur v Kalin Ivanovski | 6-4,3-6,6-2 |
| ITF M25 Kursumlijska Banja | 2023/05/13 08:00 | Oleksandr Ovcharenko v Kalin Ivanovski | 5-7,2-6 |
| ITF M25 Kursumlijska Banja | 2023/05/12 08:00 | Kalin Ivanovski v Hady Habib | 7-6,7-5 |
| ITF M25 Kursumlijska Banja | 2023/05/11 08:30 | Timo Legout v Kalin Ivanovski | 6-2,1-6,0-6 |
| ITF M25 Kursumlijska Banja | 2023/05/10 09:00 | Kalin Ivanovski v Viktor Jovic | 3-6,6-3,6-4 |
| Challenger Prague | 2023/05/01 13:00 | Kalin Ivanovski v Dominic Stephan Stricker | 2-6,2-6 |
| Challenger Oeiras | 2023/04/16 12:30 | Billy Harris v Kalin Ivanovski | 6-2,4-6,6-4 |
| Challenger Split | 2023/04/11 12:20 | Duje Ajdukovic v Kalin Ivanovski | 6-7,6-1,6-1 |