| 1. Round | 11/09/1949 | FC St. Pauli | - | VfB Oldenburg | 4:0 | ||||
| 1. Round | 25/09/1949 | FC St. Pauli | - | TuS Bremerhaven 93 | 4:1 |  |
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| 2. Round | 09/10/1949 | Harburger TB | - | FC St. Pauli | 2:3 | |
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| 2. Round | 16/10/1949 | Hannover 96 | - | FC St. Pauli | 1:1 | ||||
| 3. Round | 06/11/1949 | Eimsbütteler TV | - | FC St. Pauli | 1:0 | ||||
| 4. Round | 18/12/1949 | SC Göttingen 05 | - | FC St. Pauli | 1:3 | |
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| 5. Round | 15/01/1950 | FC St. Pauli | - | Arminia Hannover | 3:0 | ||||
| 7. Round | 19/03/1950 | Concordia Hamburg | - | FC St. Pauli | 2:0 | ||||
| 7. Round | 26/03/1950 | FC St. Pauli | - | Harburger TB | 5:2 | ||||
| 8. Round | 06/04/1950 | Holstein Kiel | - | FC St. Pauli | 2:1 | ||||
| 8. Round | 10/04/1950 | FC St. Pauli | - | SC Göttingen 05 | 4:2 | ||||
| 8. Round | 22/04/1950 | Arminia Hannover | - | FC St. Pauli | 0:1 | ||||
| 8. Round | 26/04/1950 | Hamburger SV | - | FC St. Pauli | 6:0 | ||||
| 9. Round | 03/05/1950 | FC St. Pauli | - | VfB Lübeck | 2:2 |
Germany