| 1. Round | 04/09/1949 | VfB Lübeck | - | FC St. Pauli | 0:1 | ||||
| 1. Round | 11/09/1949 | Eintracht Braunschweig | - | VfB Lübeck | 2:1 | ||||
| 1. Round | 25/09/1949 | VfB Lübeck | - | Concordia Hamburg | 1:1 | ||||
| 2. Round | 16/10/1949 | SC Göttingen 05 | - | VfB Lübeck | 4:0 | ||||
| 2. Round | 23/10/1949 | VfB Lübeck | - | VfL Osnabrück | 3:2 | ||||
| 2. Round | 30/10/1949 | VfB Lübeck | - | Hannover 96 | 3:2 | ||||
| 3. Round | 06/11/1949 | Hamburger SV | - | VfB Lübeck | 2:1 | ||||
| 3. Round | 13/11/1949 | Werder Bremen | - | VfB Lübeck | 6:0 | ||||
| 3. Round | 16/11/1949 | Harburger TB | - | VfB Lübeck | 2:0 | ||||
| 4. Round | 04/12/1949 | Arminia Hannover | - | VfB Lübeck | 2:1 | ||||
| 4. Round | 18/12/1949 | VfB Oldenburg | - | VfB Lübeck | 3:3 | ||||
| 4. Round | 26/12/1949 | VfB Lübeck | - | TuS Bremerhaven 93 | 2:1 |  |
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| 4. Round | 31/12/1949 | Eimsbütteler TV | - | VfB Lübeck | 4:0 |
Germany