| 3. Runde | 12.12.1999 | Tottenham Hotspur | - | Newcastle United | 1:1 | ||||
| 3. Runde | 22.12.1999 | Newcastle United | - | Tottenham Hotspur | 6:1 |  |
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| Achtelfinale | 31.01.2000 | Blackburn Rovers | - | Newcastle United | 1:2 | ||||
| Halbfinale | 09.04.2000 | Newcastle United | - | Chelsea FC | 1:2 |  |
England