| 1. Round | 07/08/1998 | Bury FC | - | Huddersfield Town | 1:0 | ||||
| 2. Round | 14/08/1998 | Huddersfield Town | - | Port Vale FC | 2:1 | ||||
| 3. Round | 21/08/1998 | Grimsby Town | - | Huddersfield Town | 1:0 | ||||
| 4. Round | 28/08/1998 | Huddersfield Town | - | Portsmouth FC | 3:3 |  |
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| 5. Round | 30/08/1998 | Bristol City | - | Huddersfield Town | 1:2 | ||||
| 6. Round | 04/09/1998 | Huddersfield Town | - | Sheffield United | 1:0 | ||||
| 11. Round | 28/09/1998 | Stockport County | - | Huddersfield Town | 1:1 | |
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| 12. Round | 02/10/1998 | Huddersfield Town | - | Oxford United | 2:0 | |
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| 13. Round | 08/10/1998 | Swindon Town | - | Huddersfield Town | 3:0 | |
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| 14. Round | 16/10/1998 | Huddersfield Town | - | Queens Park Rangers | 2:0 | ||||
| 15. Round | 20/10/1998 | Huddersfield Town | - | Sunderland AFC | 1:1 | ||||
| 16. Round | 23/10/1998 | Norwich City | - | Huddersfield Town | 4:1 |
Scotland