| 1. Round | 20/08/1949 | Liverpool FC | - | Sunderland AFC | 4:2 |  |
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| 2. Round | 22/08/1949 | Stoke City | - | Liverpool FC | 0:0 | ||||
| 3. Round | 27/08/1949 | Everton FC | - | Liverpool FC | 0:0 | ||||
| 4. Round | 31/08/1949 | Liverpool FC | - | Stoke City | 1:1 | ||||
| 32. Round | 08/03/1950 | Liverpool FC | - | Blackpool FC | 0:1 | ||||
| 33. Round | 11/03/1950 | Aston Villa | - | Liverpool FC | 2:0 | ||||
| 36. Round | 01/04/1950 | Liverpool FC | - | Charlton Athletic | 1:0 | ||||
| 37. Round | 07/04/1950 | Burnley FC | - | Liverpool FC | 0:2 | ||||
| 41. Round | 22/04/1950 | Portsmouth FC | - | Liverpool FC | 2:1 |
England