Stadium: Court 4 Round: 26 Ground: Clay
| ITF - M25 Kursumlijska Banja | 2023/05/16 12:20 | Mikalai Haliak v Matthew Dellavedova | 7-6,6-3 |
| ITF - M25 Kursumlijska Banja | 2023/05/10 07:00 | Timo Legout v Mikalai Haliak | 6-2,7-6 |
| ITF - M25 Kursumlijska Banja | 2023/05/08 07:00 | Mikalai Haliak v Aleksandar Mihailovic | 6-4,6-2 |
| ITF - M25 Santa Margherita | 2023/05/04 09:55 | Mikalai Haliak v Daniel Michalski | 4-6,4-6 |
| ITF - M25 Santa Margherita | 2023/05/02 11:35 | Mikalai Haliak v Giammarco Gandolfi | 7-5,7-5 |
| ITF - M25 Santa Margherita | 2023/05/01 08:00 | Mikalai Haliak v Jacopo Bilardo | 6-0,6-0 |
| ITF - M25 Santa Margherita | 2023/04/30 08:00 | Mikalai Haliak v Vivek Kolluru | 6-0,6-2 |
| ITF - M25 Santa Margherita | 2023/04/24 08:00 | Mikalai Haliak v Biagio Gramaticopolo | 6-3,6-0 |
| 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 - Praag | 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 |