| 1. Round | 09/08/2003 | Leyton Orient | - | Doncaster Rovers | 1:3 | ||||
| 2. Round | 16/08/2003 | Mansfield Town | - | Leyton Orient | 1:1 | ||||
| 3. Round | 23/08/2003 | Leyton Orient | - | Yeovil Town | 2:0 |  |
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| 4. Round | 25/08/2003 | Darlington FC | - | Leyton Orient | 2:1 | ||||
| 5. Round | 30/08/2003 | Leyton Orient | - | Cheltenham Town | 1:4 |
England