| 2. Round | 31/08/1937 | Grimsby Town | - | Charlton Athletic | 1:1 | ||||
| 3. Round | 04/09/1937 | Grimsby Town | - | Bolton Wanderers | 0:1 | ||||
| 7. Round | 18/09/1937 | Liverpool FC | - | Grimsby Town | 2:1 | ||||
| 8. Round | 25/09/1937 | Grimsby Town | - | West Bromwich Albion | 1:4 | ||||
| 9. Round | 02/10/1937 | Birmingham FC | - | Grimsby Town | 2:2 | ||||
| 10. Round | 09/10/1937 | Grimsby Town | - | Middlesbrough FC | 2:1 | ||||
| 11. Round | 16/10/1937 | Huddersfield Town | - | Grimsby Town | 1:2 | ||||
| 12. Round | 23/10/1937 | Grimsby Town | - | Everton FC | 2:1 | ||||
| 13. Round | 30/10/1937 | Wolverhampton Wanderers | - | Grimsby Town | 1:1 | ||||
| 14. Round | 06/11/1937 | Grimsby Town | - | Arsenal FC | 2:1 | ||||
| 15. Round | 13/11/1937 | Sunderland AFC | - | Grimsby Town | 2:2 | ||||
| 16. Round | 20/11/1937 | Grimsby Town | - | Brentford FC | 0:1 | ||||
| 17. Round | 27/11/1937 | Manchester City | - | Grimsby Town | 3:1 | ||||
| 18. Round | 04/12/1937 | Grimsby Town | - | Leicester City | 2:1 |  |
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| 19. Round | 11/12/1937 | Blackpool FC | - | Grimsby Town | 2:2 | ||||
| 20. Round | 18/12/1937 | Grimsby Town | - | Derby County | 0:0 |
England