| 3. Round | 01/01/1999 | Queens Park Rangers | - | Huddersfield Town | 0:1 |  |
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| 4. Round | 22/01/1999 | Wrexham AFC | - | Huddersfield Town | 1:1 | ||||
| 4. Round | 02/02/1999 | Huddersfield Town | - | Wrexham AFC | 2:1 | |
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| Round of 16 | 12/02/1999 | Huddersfield Town | - | Derby County | 2:2 | ||||
| Round of 16 | 23/02/1999 | Derby County | - | Huddersfield Town | 3:1 |
England