| 31. Round | 07/03/1939 | Grimsby Town | - | Stoke City | 3:1 | ||||
| 32. Round | 11/03/1939 | Chelsea FC | - | Grimsby Town | 5:1 | ||||
| 36. Round | 07/04/1939 | Grimsby Town | - | Huddersfield Town | 3:3 | ||||
| 37. Round | 08/04/1939 | Leeds United | - | Grimsby Town | 0:1 | ||||
| 38. Round | 11/04/1939 | Huddersfield Town | - | Grimsby Town | 2:0 |
England