Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| Challenger - Yokohama - HD | 2023/11/21 06:00 | Hsu/Shimizu v Drzewiecki/Kolar | 6-4,6-7,5-10 |
| Challenger - Kobe - HD | 2023/11/15 03:50 | Drzewiecki/Kolar v Kaliyanda Poonacha/Sharan | 4-6,2-6 |
| Challenger - Matsuyama - HD | 2023/11/11 03:25 | Matsui/Uesugi v Drzewiecki/Kolar | 3-6,2-6 |
| Challenger - Matsuyama - HD | 2023/11/10 05:00 | Ho/Romios v Drzewiecki/Kolar | 5-7,5-7 |
| Challenger - Matsuyama - HD | 2023/11/08 05:45 | Casey Alcantara/Bu v Drzewiecki/Kolar | 3-6,6-3,7-10 |
| Challenger - Lissabon - HD | 2023/10/07 14:00 | Faria/Rocha v Drzewiecki/Kolar | 2-6,6-7 |
| Challenger - Lissabon - HD | 2023/10/06 14:50 | Sabanov/Sabanov v Drzewiecki/Kolar | 4-6,4-6 |
| Challenger - Lissabon - HD | 2023/10/04 10:55 | Dalla Valle/Forti v Drzewiecki/Kolar | 1-6,2-6 |