Stadium: Court 02 Round: 44 Ground: Clay
| UTR Pro Thessaloniki | 2023/04/29 05:00 | Jakub Ostajewski v Besir Durguti | 1-6,4-6 |
| UTR Pro Thessaloniki | 2023/04/28 08:00 | Jakub Ostajewski v Enrique Bogo | 6-2,1-6,3-6 |
| UTR Pro Thessaloniki | 2023/04/26 05:00 | Jakub Ostajewski v Christos Antonopoulos | 2-6,0-6 |
| UTR Pro Thessaloniki | 2023/04/25 09:08 | Jakub Ostajewski v Vladimir Filip | 2-6,1-6 |
| UTR Pro Thessaloniki | 2023/04/24 05:00 | Mihai Razvan Marinescu v Jakub Ostajewski | 6-3,5-0 |
| UTR Pro Florida | 2023/04/02 13:00 | Azariah Rusher v Jakub Ostajewski | 3-6,6-7 |
| UTR Pro Copenhagen | 2023/02/18 07:00 | Jakub Ostajewski v Cornelius Alexander Shalmi | 2-6,4-6 |
| UTR Pro Copenhagen | 2023/02/17 08:30 | Hugo Pierre v Jakub Ostajewski | 6-0,6-0 |
| ITF M25 Maribor Qual | 2022/09/04 13:05 | Zan M Mihovec v Lamin L Da Silva | 0-6,0-6 |
| ITF M25 Maribor | 2022/08/28 07:30 | Zan M Mihovec v Ognjen Pavlovic | 0-6,0-6 |
| ITF M15 Celje | 2022/08/21 10:00 | Zan M Mihovec v Alen Bill | 0-6,0-6 |
| ITF M25 Radomlje | 2022/07/17 11:45 | Zan M Mihovec v Jan Kupcic | 0-6,0-6 |
| ITF M15 Velenje | 2022/07/03 11:00 | Domagoj Biljesko v Zan M Mihovec | 6-0,6-0 |