| FA Cup | 03/12/05 | Rushden & Diamonds FC | - | Leyton Orient | 0:1 | ||||
| League Two | 26/12/05 | Leyton Orient | - | Rushden & Diamonds FC | 5:1 | ||||
| League Two | 18/03/06 | Rushden & Diamonds FC | - | Leyton Orient | 1:0 | ||||
| League One | 23/11/10 | Peterborough United | - | Leyton Orient | 2:2 | ||||
| League One | 22/04/11 | Leyton Orient | - | Peterborough United | 2:1 |  |
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| League Two | 02/04/22 | Walsall FC | - | Leyton Orient | 0:2 |
England