| 1er tour | 10.08.1999 | AFC Bournemouth | - | Barnet FC | 2:0 | ||||
| 1er tour | 24.08.1999 | Barnet FC | - | AFC Bournemouth | 3:2 |  |
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| 2e tour | 14.09.1999 | Charlton Athletic | - | AFC Bournemouth | 0:0 | ||||
| 2e tour | 21.09.1999 | AFC Bournemouth | - | Charlton Athletic | 3:1 tab | |
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| 3e tour | 13.10.1999 | West Ham United | - | AFC Bournemouth | 2:0 |
Angleterre