| 1. Round | 31/08/1929 | Sheffield United | - | Grimsby Town | 2:3 | ||||
| 2. Round | 04/09/1929 | Grimsby Town | - | Portsmouth FC | 1:1 | ||||
| 12. Round | 26/10/1929 | Grimsby Town | - | Aston Villa | 0:2 | ||||
| 19. Round | 14/12/1929 | Derby County | - | Grimsby Town | 5:4 | ||||
| 22. Round | 26/12/1929 | Leicester City | - | Grimsby Town | 1:0 | ||||
| 23. Round | 28/12/1929 | Grimsby Town | - | Sheffield United | 4:1 | ||||
| 24. Round | 04/01/1930 | Newcastle United | - | Grimsby Town | 3:1 | ||||
| 25. Round | 18/01/1930 | Grimsby Town | - | Blackburn Rovers | 5:3 | ||||
| 27. Round | 01/02/1930 | Grimsby Town | - | Liverpool FC | 3:2 | ||||
| 20. Round | 05/02/1930 | Grimsby Town | - | Sheffield Wednesday | 0:5 | ||||
| 29. Round | 15/02/1930 | Grimsby Town | - | Manchester United | 2:2 | ||||
| 33. Round | 15/03/1930 | Manchester City | - | Grimsby Town | 3:1 | ||||
| 31. Round | 02/04/1930 | Aston Villa | - | Grimsby Town | 4:1 | ||||
| 36. Round | 05/04/1930 | Grimsby Town | - | Bolton Wanderers | 1:1 |
England