Stadium: Court 6 Round: 26 Ground: Clay
| 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 |
| Challenger Barletta MD | 2023/04/05 14:10 | Drzewiecki/Walkow v Berrettini/Cobolli | 6-3,1-6,10-12 |
| Challenger Lille MD | 2023/03/28 16:55 | Drzewiecki/Walkow v Brown/Qureshi | 6-4,3-6,9-11 |
| Challenger Biel MD | 2023/03/21 16:45 | Cornea/Skugor v Drzewiecki/Walkow | 4-6,7-6,10-8 |
| Challenger Lugano MD | 2023/03/09 13:20 | Bergs/Pel v Drzewiecki/Walkow | 7-6,7-6 |
| Challenger Lugano MD | 2023/03/07 09:30 | Drzewiecki/Walkow v Niklas-Salminen/Stevens | 6-4,3-6,10-7 |