| 1. Round | 04/09/1949 | Harburger TB | - | Hannover 96 | 0:0 | ||||
| 2. Round | 09/10/1949 | Harburger TB | - | FC St. Pauli | 2:3 |  |
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| 2. Round | 16/10/1949 | Harburger TB | - | Bremer SV | 2:2 | |
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| 2. Round | 23/10/1949 | Harburger TB | - | Concordia Hamburg | 3:4 | |
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| 2. Round | 30/10/1949 | Werder Bremen | - | Harburger TB | 4:2 | ||||
| 3. Round | 06/11/1949 | VfB Oldenburg | - | Harburger TB | 2:0 | ||||
| 4. Round | 11/12/1949 | Harburger TB | - | SC Göttingen 05 | 3:2 | ||||
| 4. Round | 26/12/1949 | Arminia Hannover | - | Harburger TB | 2:0 | ||||
| 5. Round | 01/01/1950 | Harburger TB | - | VfL Osnabrück | 1:5 | |
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| 5. Round | 15/01/1950 | Harburger TB | - | Werder Bremen | 1:7 | ||||
| 5. Round | 29/01/1950 | Harburger TB | - | Hamburger SV | 0:5 | ||||
| 8. Round | 10/04/1950 | TuS Bremerhaven 93 | - | Harburger TB | 6:1 | |
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| 8. Round | 16/04/1950 | Bremer SV | - | Harburger TB | 1:2 | |
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| 9. Round | 06/05/1950 | Harburger TB | - | Eintracht Braunschweig | 2:4 | |
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| 9. Round | 18/05/1950 | Arminia Hannover | - | Harburger TB | 4:2 |
Germany