| League Two | 16.03.04 | Hull City | - | Leyton Orient | 3:0 | ||||
| League Cup | 24.08.04 | Leyton Orient | - | AFC Bournemouth | 1:3 | ||||
| League Two | 22.01.05 | Rushden & Diamonds FC | - | Leyton Orient | 2:0 | ||||
| League One | 23.09.06 | Leyton Orient | - | Rotherham United | 2:3 |  |
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| League One | 20.10.07 | Leyton Orient | - | Port Vale FC | 3:1 |
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