1. Round 27/08/1938 Grimsby Town - Aston Villa 1:2
4. Round 31/08/1938 Everton FC - Grimsby Town 3:0
3. Round 03/09/1938 Sunderland AFC - Grimsby Town 1:1
2. Round 06/09/1938 Grimsby Town - Portsmouth FC 2:1
5. Round 10/09/1938 Grimsby Town - Manchester United 1:0
6. Round 17/09/1938 Grimsby Town - Derby County 1:1
7. Round 24/09/1938 Blackpool FC - Grimsby Town 3:1
8. Round 01/10/1938 Grimsby Town - Brentford FC 0:0
9. Round 08/10/1938 Arsenal FC - Grimsby Town 2:0
10. Round 15/10/1938 Middlesbrough FC - Grimsby Town 3:2
11. Round 22/10/1938 Grimsby Town - Birmingham FC 1:0
12. Round 29/10/1938 Stoke City - Grimsby Town 1:2
13. Round 05/11/1938 Grimsby Town - Chelsea FC 2:1
14. Round 12/11/1938 Preston North End - Grimsby Town 1:1
15. Round 19/11/1938 Grimsby Town - Charlton Athletic 1:1
16. Round 26/11/1938 Bolton Wanderers - Grimsby Town 1:1
17. Round 03/12/1938 Grimsby Town - Leeds United 3:2
18. Round 10/12/1938 Liverpool FC - Grimsby Town 2:2
19. Round 17/12/1938 Grimsby Town - Leicester City 6:1
20. Round 24/12/1938 Aston Villa - Grimsby Town 0:2
21. Round 26/12/1938 Grimsby Town - Wolverhampton Wanderers 2:4
22. Round 27/12/1938 Wolverhampton Wanderers - Grimsby Town 5:0
23. Round 31/12/1938 Grimsby Town - Sunderland AFC 1:3
24. Round 14/01/1939 Manchester United - Grimsby Town 3:1
26. Round 28/01/1939 Grimsby Town - Blackpool FC 2:0
25. Round 01/02/1939 Derby County - Grimsby Town 4:1
27. Round 04/02/1939 Brentford FC - Grimsby Town 1:2
29. Round 18/02/1939 Grimsby Town - Middlesbrough FC 0:2
31. Round 07/03/1939 Grimsby Town - Stoke City 3:1
32. Round 11/03/1939 Chelsea FC - Grimsby Town 5:1
33. Round 18/03/1939 Grimsby Town - Preston North End 1:1
34. Round 29/03/1939 Charlton Athletic - Grimsby Town 3:1
35. Round 01/04/1939 Grimsby Town - Bolton Wanderers 1:1
39. Round 15/04/1939 Grimsby Town - Liverpool FC 2:1
41. Round 19/04/1939 Portsmouth FC - Grimsby Town 2:1
40. Round 22/04/1939 Leicester City - Grimsby Town 0:2
42. Round 06/05/1939 Grimsby Town - Everton FC 3:0