| 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 |
| UTR Pro Copenhagen | 2023/02/16 12:00 | Igor Skoric v Jakub Ostajewski | 1-6,1-6 |
| UTR Pro Copenhagen | 2023/02/15 07:00 | Wadym Konowczuk v Jakub Ostajewski | 4-6,1-6 |
| UTR Pro Copenhagen | 2023/02/13 12:45 | Ivan Sodan v Jakub Ostajewski | 6-3,7-6 |
| UTR Pro Thessaloniki | 2023/04/24 06:30 | Enrique Bogo v Christos Antonopoulos | 1-6,3-6 |
| ITF M15 Heraklion | 2023/03/20 10:30 | Christos Antonopoulos v Hong Kit Wong | 3-6,4-6 |
| ITF M25 Heraklion | 2023/03/14 07:00 | Luca Fantini v Christos Antonopoulos | 6-3,6-4 |
| ITF M25 Heraklion | 2023/03/13 08:00 | Christos Antonopoulos v Linus Videhult | 6-3,6-1 |
| ITF M15 Monastir | 2023/02/26 08:00 | Christos Antonopoulos v Rishabdev Raman | 6-4,6-0 |
| ITF M25 Monastir | 2023/02/19 08:30 | Christos Antonopoulos v Noah Lopez | 2-6,3-6 |
| ITF M25 Monastir | 2023/02/13 10:00 | Hazem Naw v Christos Antonopoulos | 6-4,6-0 |
| ITF M25 Monastir | 2023/02/12 10:30 | Dhananjay Singh v Christos Antonopoulos | 2-6,1-6 |