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