4. Round | 27/08/1998 | Crewe Alexandra | - | Bradford City | 2:1 | ||||
5. Round | 30/08/1998 | Sheffield United | - | Crewe Alexandra | 3:1 | ||||
7. Round | 07/09/1998 | Crewe Alexandra | - | Crystal Palace | 0:1 | ||||
8. Round | 11/09/1998 | Stockport County | - | Crewe Alexandra | 1:1 | ![]() |
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9. Round | 18/09/1998 | Crewe Alexandra | - | Bolton Wanderers | 4:4 | ||||
14. Round | 16/10/1998 | Birmingham City | - | Crewe Alexandra | 3:1 |