| 1. Round | 09/08/2003 | Carlisle United | - | York City | 1:2 |  |
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| 2. Round | 16/08/2003 | Yeovil Town | - | Carlisle United | 3:0 | ||||
| 3. Round | 23/08/2003 | Carlisle United | - | Bristol Rovers | 0:2 | ||||
| 4. Round | 25/08/2003 | Boston United | - | Carlisle United | 1:0 |  |
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| 7. Round | 13/09/2003 | Carlisle United | - | Rochdale AFC | 3:2 | ||||
| 8. Round | 16/09/2003 | Northampton Town | - | Carlisle United | 2:0 | ||||
| 9. Round | 20/09/2003 | Southend United | - | Carlisle United | 2:2 | |
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| 10. Round | 27/09/2003 | Carlisle United | - | Swansea City | 1:2 | ||||
| 17. Round | 01/11/2003 | Lincoln City | - | Carlisle United | 2:0 | ||||
| 21. Round | 13/12/2003 | Oxford United | - | Carlisle United | 2:1 | |
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| 22. Round | 20/12/2003 | Carlisle United | - | Torquay United | 2:0 | ||||
| 23. Round | 26/12/2003 | Bury FC | - | Carlisle United | 1:3 | ||||
| 24. Round | 28/12/2003 | Carlisle United | - | Darlington FC | 1:1 |
England