| 1. Runde | 11.08.1998 | Luton Town | - | Oxford United | 2:3 |  |
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| 1. Runde | 18.08.1998 | Oxford United | - | Luton Town | 1:3 | ||||
| 2. Runde | 15.09.1998 | Ipswich Town | - | Luton Town | 2:1 |  |
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| 2. Runde | 22.09.1998 | Luton Town | - | Ipswich Town | 4:2 n.V. | ||||
| 3. Runde | 27.10.1998 | Luton Town | - | Coventry City | 2:0 | |
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| Achtelfinale | 10.11.1998 | Luton Town | - | Barnsley FC | 1:0 | ||||
| Viertelfinale | 01.12.1998 | Sunderland AFC | - | Luton Town | 3:0 | |
England