Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| ITF - Monastir M15 | 2023/02/01 09:00 | Kalin Ivanovski v Andrew Rogers | 6-3,6-3 |
| ITF - Monastir M15 | 2023/01/29 09:00 | Kalin Ivanovski v Moez Echargui | 6-3,3-6,6-7 |
| ITF - Monastir M15 | 2023/01/27 11:05 | Sebastian Sorger v Kalin Ivanovski | 2-6,4-6 |
| ITF - Monastir M15 | 2023/01/26 08:30 | Adam Moundir v Kalin Ivanovski | 6-3,4-6,6-7 |
| ITF - Monastir M15 | 2023/01/25 11:35 | Lukas Palovic v Kalin Ivanovski | 4-6,2-6 |
| ITF - Monastir M15 | 2023/01/20 09:00 | Robin Bertrand v Kalin Ivanovski | 6-4,4-6,7-6 |
| ITF - Monastir M15 | 2023/01/19 08:30 | Nicolas Tepmahc v Kalin Ivanovski | 6-7,4-6 |
| ITF - Monastir M15 | 2023/01/17 10:05 | Leanid Boika v Kalin Ivanovski | 3-6,6-3,0-6 |
| ITF - Monastir M15 | 2023/02/01 09:00 | Olaf Pieczkowski v Andrea Picchione | 2-6,6-3,6-2 |
| ITF - Wilno M15 | 2023/01/17 14:00 | Olaf Pieczkowski v Mick Veldheer | 1-6,2-6 |
| ITF - Monastir M15 | 2022/11/24 08:00 | Olaf Pieczkowski v Constantin Bittoun Kouzmine | 3-6,6-7 |
| ITF - Monastir M15 | 2022/11/23 09:20 | Aziz Ouakaa v Olaf Pieczkowski | 1-6,2-6 |
| ITF - Monastir M15 | 2022/11/20 08:30 | Robert Strombachs v Olaf Pieczkowski | 6-1,6-2 |
| ITF - Monastir M15 | 2022/11/19 08:00 | Olaf Pieczkowski v Andrea Guerrieri | 6-4,7-6 |
| ITF - Monastir M15 | 2022/11/18 08:30 | Olaf Pieczkowski v Gilles Arnaud Bailly | 6-3,6-1 |
| ITF - Monastir M15 | 2022/11/17 08:00 | Olaf Pieczkowski v Tom Evans | 7-6,6-0 |