| League Two | 21/10/03 | Bristol Rovers | - | Leyton Orient | 1:1 | ||||
| League Two | 02/03/04 | Leyton Orient | - | Bristol Rovers | 1:1 | ||||
| League Two | 07/12/04 | Leyton Orient | - | Southend United | 2:2 | ||||
| League Two | 15/04/05 | Southend United | - | Leyton Orient | 0:1 | ||||
| League One | 11/08/07 | Southend United | - | Leyton Orient | 1:2 | ||||
| League One | 02/02/08 | Leyton Orient | - | Southend United | 2:2 | ||||
| League One | 26/09/08 | Southend United | - | Leyton Orient | 3:0 | ||||
| League One | 20/01/09 | Leyton Orient | - | Southend United | 1:1 |  |
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| League One | 04/09/09 | Southend United | - | Leyton Orient | 3:0 | ||||
| League One | 28/12/09 | Leyton Orient | - | Southend United | 1:2 |  |
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| League One | 13/09/11 | Leyton Orient | - | AFC Bournemouth | 1:3 | ||||
| EFL Trophy | 03/09/13 | Gillingham FC | - | Leyton Orient | 1:3 | |
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| League One | 26/12/13 | Gillingham FC | - | Leyton Orient | 1:2 | ||||
| League One | 12/04/14 | Leyton Orient | - | Gillingham FC | 5:1 |
England