| League Two | 18/10/03 | Southend United | - | Leyton Orient | 1:2 |  |
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| League Two | 21/02/04 | Leyton Orient | - | Southend United | 2:1 | ||||
| League Two | 27/09/05 | Leyton Orient | - | Torquay United | 2:1 | ||||
| League One | 05/08/06 | Port Vale FC | - | Leyton Orient | 3:0 | |
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| League One | 03/02/07 | Leyton Orient | - | Port Vale FC | 2:1 | ||||
| League One | 04/04/09 | Cheltenham Town | - | Leyton Orient | 0:1 |
England