7. Round | 24/09/1938 | Leicester City | - | Bolton Wanderers | 0:0 | ||||
8. Round | 01/10/1938 | Bolton Wanderers | - | Middlesbrough FC | 4:1 | ||||
16. Round | 26/11/1938 | Bolton Wanderers | - | Grimsby Town | 1:1 | ||||
18. Round | 10/12/1938 | Bolton Wanderers | - | Aston Villa | 1:2 | ||||
36. Round | 02/01/1939 | Bolton Wanderers | - | Stoke City | 1:3 | ||||
39. Round | 15/04/1939 | Aston Villa | - | Bolton Wanderers | 1:3 |