| 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 | 18/12/1949 | VfB Oldenburg | - | VfB Lübeck | 3:3 | ||||
| 4. Round | 26/12/1949 | VfB Lübeck | - | TuS Bremerhaven 93 | 2:1 | ||||
| 4. Round | 31/12/1949 | Eimsbütteler TV | - | VfB Lübeck | 4:0 | ||||
| 5. Round | 15/01/1950 | VfB Lübeck | - | VfB Oldenburg | 1:2 | ||||
| 5. Round | 22/01/1950 | VfB Lübeck | - | Bremer SV | 2:6 | ||||
| 5. Round | 29/01/1950 | Bremer SV | - | VfB Lübeck | 3:1 | ||||
| 9. Round | 18/05/1950 | VfB Lübeck | - | Eimsbütteler TV | 3:1 |
Germany