| 1. Round | 03/09/1898 | Bolton Wanderers | - | West Bromwich Albion | 3:3 | ||||
| 2. Round | 10/09/1898 | West Bromwich Albion | - | Derby County | 1:1 | ||||
| 3. Round | 17/09/1898 | West Bromwich Albion | - | Bury FC | 2:0 |  |
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| 4. Round | 24/09/1898 | Blackburn Rovers | - | West Bromwich Albion | 4:1 | ||||
| 5. Round | 01/10/1898 | West Bromwich Albion | - | The Wednesday FC | 2:0 | ||||
| 11. Round | 12/11/1898 | West Bromwich Albion | - | Aston Villa | 0:1 | ||||
| 18. Round | 31/12/1898 | West Bromwich Albion | - | Bolton Wanderers | 1:0 | ||||
| 20. Round | 07/01/1899 | Derby County | - | West Bromwich Albion | 4:1 | ||||
| 22. Round | 21/01/1899 | West Bromwich Albion | - | Blackburn Rovers | 6:2 | |
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| 23. Round | 04/02/1899 | West Bromwich Albion | - | Sunderland AFC | 1:0 | ||||
| 19. Round | 14/02/1899 | The Wednesday FC | - | West Bromwich Albion | 1:2 | ||||
| 26. Round | 04/03/1899 | West Bromwich Albion | - | Stoke City | 0:1 |
England