Stadium: Campo 1 Round: 26 Ground: Hardcourt outdoor
| Challenger Bratislava MD | 2023/10/10 15:45 | Bhambri/Oswald v Drzewiecki/Walkow | 6-2,6-3 |
| Challenger - Prague - Doubles Hommes | 2023/05/04 14:50 | Drzewiecki/Walkow v Nouza/Paulson | 6-7,7-5,7-10 |
| Challenger - Prague - Doubles Hommes | 2023/05/03 10:00 | Golubev/Jebavy v Drzewiecki/Walkow | 7-6,4-6,6-10 |
| Challenger - Ostrava - Doubles Hommes | 2023/04/26 10:45 | Drzewiecki/Walkow v Blancaneaux/Peniston | 6-3,3-6,8-10 |
| Challenger - Oeiras - Doubles Hommes | 2023/04/20 10:00 | Arends/Tsitsipas v Drzewiecki/Walkow | 6-3,7-6 |
| Challenger - Oeiras - Doubles Hommes | 2023/04/19 09:00 | Drzewiecki/Walkow v Balaji N S / Nedunchezhiyan J | 7-5,3-6,10-7 |
| Challenger Split - Doubles Hommes | 2023/04/12 13:30 | Navone/Torres v Drzewiecki/Walkow | 6-4,3-6,10-6 |
| Challenger - Barletta - Doubles Hommes | 2023/04/05 14:10 | Drzewiecki/Walkow v Berrettini/Cobolli | 6-3,1-6,10-12 |
| Challenger Malaga MD | 2023/10/14 13:05 | Harris L / Smith J-P v Cash/Galloway | 5-7,2-6 |
| Challenger Malaga MD | 2023/10/13 10:00 | Harris L / Smith J-P v Bortolotti/Gornes | 6-4,6-4 |
| Challenger Malaga MD | 2023/10/12 11:20 | Cabral/Patten v Harris L / Smith J-P | 6-1,4-6,8-10 |
| Challenger Malaga MD | 2023/10/11 13:05 | Harris L / Smith J-P v David Marrero/Mulye | 6-1,6-3 |
| Challenger - Busan - Doubles Hommes | 2023/05/10 05:15 | Harris L / Smith J-P v Kadhe/Nam | 4-6,2-6 |
| Challenger - Gwangju - Doubles Hommes | 2023/05/06 09:30 | Harris L / Smith J-P v King/Stalder | 4-6,2-6 |
| Challenger - Gwangju - Doubles Hommes | 2023/05/05 10:05 | Harris L / Smith J-P v Kadhe/Nam | 6-4,6-7,10-7 |
| Challenger - Gwangju - Doubles Hommes | 2023/05/04 07:50 | Harris L / Smith J-P v Matsui/Uesugi | 7-5,6-4 |