Stadium: Court 2 Round: 27 Ground: Hardcourt indoor
| Challenger Nur-Sultan 2 MD | 2019/10/01 13:25 | Khabibulin/Manafov v Drzewiecki/Walkow | 6-4,6-7,5-10 |
| Challenger Glasgow - MD | 2019/09/19 17:55 | Drzewiecki/Walkow v Gengel/Ramanathan | 4-6,6-3,3-10 |
| Challenger Glasgow - MD | 2019/09/18 18:30 | Drzewiecki/Walkow v Johnson/Whitehouse | 3-6,6-3,10-3 |
| Challenger Mallorca - MD | 2019/08/31 19:50 | Arends/Pel v Drzewiecki/Walkow | 7-5,6-4 |
| Challenger Mallorca - MD | 2019/08/30 13:30 | Drzewiecki/Walkow v Ignatik/Safiullin | 3-6,6-3,10-0 |
| Challenger Mallorca - MD | 2019/08/29 16:25 | Cohen/Sibille v Drzewiecki/Walkow | 0-6,2-6 |
| Challenger Meerbusch - MD | 2019/08/17 11:00 | Drzewiecki/Walkow v Begemann/Mergea | 2-6,5-7 |
| Challenger Meerbusch - MD | 2019/08/15 17:00 | Hernandez-Fernandez/O-Olmedo v Drzewiecki/Walkow | 4-6,3-6 |