| 1. Runde | 11.08.1998 | Plymouth Argyle | - | Portsmouth FC | 1:3 |  |
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| 1. Runde | 18.08.1998 | Portsmouth FC | - | Plymouth Argyle | 3:2 | |
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| 2. Runde | 15.09.1998 | Portsmouth FC | - | Wimbledon FC | 2:1 | |
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| 2. Runde | 22.09.1998 | Wimbledon FC | - | Portsmouth FC | 4:1 n.V. |
England