Stadium: Court 5 Round: 27 Ground: Clay
| Challenger Maia MD | 2019/11/19 17:05 | Arneodo/Monroe v Drzewiecki/Walkow | 3-6,7-5,8-10 |
| Challenger Helsinki MD | 2019/11/13 17:30 | Drzewiecki/Walkow v Heliovaara/Niklas-Salminen | 4-6,3-6 |
| Challenger Hamburg MD | 2019/10/24 18:20 | Menendez-Maceiras/Stakhovsky v Drzewiecki/Walkow | 6-4,7-6 |
| Challenger Hamburg MD | 2019/10/22 19:10 | Drzewiecki/Walkow v Arends/Pel | 5-7,7-6,16-14 |
| Challenger Ismaning MD | 2019/10/17 09:00 | Heliovaara/Marchenko v Drzewiecki/Walkow | 6-1,6-4 |
| Challenger Ismaning MD | 2019/10/15 17:30 | Lenz/Masur v Drzewiecki/Walkow | 4-6,4-6 |
| Challenger Nur-Sultan 2 MD | 2019/10/05 10:15 | Heliovaara/Marchenko v Drzewiecki/Walkow | 6-4,6-4 |
| Challenger Nur-Sultan 2 MD | 2019/10/03 11:55 | Durasovic/Gakhov v Drzewiecki/Walkow | 4-6,4-6 |
| Challenger Maia MD | 2019/11/19 18:15 | Gabashvili/Kotov v Borges/Cabral | 6-4,3-6,10-4 |
| Challenger Ismaning MD | 2019/10/16 18:40 | Lemstra/Lemstra v Gabashvili/Kotov | 6-7,7-6,10-7 |