| 1er tour | 10.08.1999 | Blackpool FC | - | Tranmere Rovers | 2:1 | ||||
| 1er tour | 24.08.1999 | Tranmere Rovers | - | Blackpool FC | 3:1 | ||||
| 2e tour | 14.09.1999 | Tranmere Rovers | - | Coventry City | 5:1 | ||||
| 2e tour | 22.09.1999 | Coventry City | - | Tranmere Rovers | 3:1 | ||||
| 3e tour | 12.10.1999 | Tranmere Rovers | - | Oxford United | 2:0 |  |
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| Demi-finales | 12.01.2000 | Bolton Wanderers | - | Tranmere Rovers | 0:1 |  |
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| Finale | 27.02.2000 | Leicester City | - | Tranmere Rovers | 2:1 |
Angleterre