Stadium: Court 5 Round: 62 Ground: Clay
| Challenger Skopje | 2023/05/23 12:30 | Karol Drzewiecki v Roman Andres Burruchaga | 5-7,0-6 |
| Challenger Skopje | 2023/05/22 09:00 | Karol Drzewiecki v Obrad Markovski | 6-2,7-5 |
| Challenger Skopje | 2023/05/21 09:00 | Karol Drzewiecki v Besir Durguti | 6-2,6-1 |
| Challenger Ostrava | 2023/04/23 14:35 | Karol Drzewiecki v Filip Peliwo | 1-6,6-3,6-7 |
| Challenger Biel | 2023/03/20 13:45 | Karol Drzewiecki v Kirill Kivattsev | 4-6,3-6 |
| Challenger Biel | 2023/03/19 17:30 | Ramkumar Ramanathan v Karol Drzewiecki | 4-6,7-5,2-6 |
| Challenger Concepcion | 2023/01/23 14:00 | Juan Bautista Torres v Karol Drzewiecki | 6-1,2-6,6-2 |
| Challenger Concepcion | 2023/01/22 15:30 | Karol Drzewiecki v Yunseong Chung | 6-3,6-2 |
| ITF M15 Kalmar | 2023/05/15 08:15 | Mateusz Kulakowski v Samuel Rovai | 4-6,6-1,6-10 |
| ITF M15 Antalya | 2023/05/07 07:00 | Enrico Giacomini v Mateusz Kulakowski | 6-3,6-1 |
| ITF M15 Antalya | 2023/04/30 07:00 | Anton Chekhov v Mateusz Kulakowski | 6-4,6-2 |
| ITF M15 Porec | 2023/03/05 11:30 | Giannicola Misasi v Mateusz Kulakowski | 6-1,6-2 |
| ITF M25 Vila Real de Santo Antonio | 2023/02/06 10:00 | Rodrigo Deleu v Mateusz Kulakowski | 6-3,6-2 |
| ITF M15 Vilnius | 2023/01/16 09:55 | Henrik Bladelius v Mateusz Kulakowski | 6-1,6-1 |
| ITF M15 Vilnius | 2023/01/15 08:00 | Ying Hou v Mateusz Kulakowski | 6-3,4-6,4-10 |
| ITF M15 Heraklion | 2022/11/06 09:30 | Dax Donders v Mateusz Kulakowski | 7-5,6-2 |