| 3. Round | 03/09/1938 | Huddersfield Town | - | Arsenal FC | 1:1 | ||||
| 42. Round | 07/09/1938 | Huddersfield Town | - | Derby County | 3:0 |  |
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| 5. Round | 10/09/1938 | Portsmouth FC | - | Huddersfield Town | 4:0 | ||||
| 22. Round | 27/12/1938 | Huddersfield Town | - | Blackpool FC | 3:0 | |
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| 23. Round | 31/12/1938 | Arsenal FC | - | Huddersfield Town | 1:0 | ||||
| 38. Round | 11/04/1939 | Huddersfield Town | - | Grimsby Town | 2:0 | |
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| 25. Round | 19/04/1939 | Leeds United | - | Huddersfield Town | 2:1 | ||||
| 40. Round | 22/04/1939 | Preston North End | - | Huddersfield Town | 3:0 |
England