| 1. Round | 04/09/1949 | SC Göttingen 05 | - | Werder Bremen | 0:3 | ||||
| 1. Round | 11/09/1949 | Hannover 96 | - | Werder Bremen | 0:3 | ||||
| 2. Round | 23/10/1949 | Werder Bremen | - | Eintracht Braunschweig | 1:1 | ||||
| 2. Round | 30/10/1949 | Werder Bremen | - | Harburger TB | 4:2 | ||||
| 3. Round | 13/11/1949 | Werder Bremen | - | VfB Lübeck | 6:0 |  |
|||
| 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 | 26/02/1950 | Werder Bremen | - | Holstein Kiel | 3:1 | |
|||
| 7. Round | 05/03/1950 | Arminia Hannover | - | Werder Bremen | 2:0 | ||||
| 7. Round | 26/03/1950 | VfB Lübeck | - | Werder Bremen | 0:2 | |
|||
| 8. Round | 02/04/1950 | Werder Bremen | - | FC St. Pauli | 2:0 |
Germany