| 1. Round | 11/09/1949 | Hannover 96 | - | Werder Bremen | 0:3 | ||||
| 2. Round | 09/10/1949 | Bremer SV | - | Werder Bremen | 3:3 | ||||
| 3. Round | 06/11/1949 | VfL Osnabrück | - | Werder Bremen | 1:4 |  |
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| 3. Round | 16/11/1949 | Holstein Kiel | - | Werder Bremen | 1:0 | ||||
| 3. Round | 27/11/1949 | Werder Bremen | - | VfB Oldenburg | 1:2 | ||||
| 4. Round | 04/12/1949 | FC St. Pauli | - | Werder Bremen | 4:2 | ||||
| 4. Round | 11/12/1949 | TuS Bremerhaven 93 | - | Werder Bremen | 1:7 | ||||
| 5. Round | 08/01/1950 | Werder Bremen | - | Hamburger SV | 1:1 | ||||
| 5. Round | 15/01/1950 | Harburger TB | - | Werder Bremen | 1:7 | ||||
| 5. Round | 22/01/1950 | Werder Bremen | - | TuS Bremerhaven 93 | 3:1 | ||||
| 5. Round | 29/01/1950 | VfB Oldenburg | - | Werder Bremen | 3:2 | ||||
| 6. Round | 05/02/1950 | Werder Bremen | - | Concordia Hamburg | 4:0 | ||||
| 6. Round | 12/02/1950 | Eintracht Braunschweig | - | Werder Bremen | 1:1 | ||||
| 7. Round | 12/03/1950 | Werder Bremen | - | VfL Osnabrück | 1:2 | ||||
| 9. Round | 03/05/1950 | SC Göttingen 05 | - | Werder Bremen | 3:2 |
Germany