Stadium: Central Court Round: 26 Ground: Clay
| Challenger Olbia MD | 2023/10/18 11:30 | Drzewiecki/Walkow v Harris/Smith | 4-6,4-6 |
| Challenger Bratislava MD | 2023/10/10 15:45 | Bhambri/Oswald v Drzewiecki/Walkow | 6-2,6-3 |
| Challenger Prague MD | 2023/05/04 14:50 | Drzewiecki/Walkow v Nouza/Paulson | 6-7,7-5,7-10 |
| Challenger Prague MD | 2023/05/03 10:00 | Golubev/Jebavy v Drzewiecki/Walkow | 7-6,4-6,6-10 |
| Challenger Ostrava MD | 2023/04/26 10:45 | Drzewiecki/Walkow v Blancaneaux/Peniston | 6-3,3-6,8-10 |
| Challenger Oeiras MD | 2023/04/20 10:00 | Arends/Tsitsipas v Drzewiecki/Walkow | 6-3,7-6 |
| Challenger Oeiras MD | 2023/04/19 09:00 | Drzewiecki/Walkow v Balaji/Nedunchezhiyan | 7-5,3-6,10-7 |
| Challenger Split MD | 2023/04/12 13:30 | Navone/Torres v Drzewiecki/Walkow | 6-4,3-6,10-6 |