| League Cup | 13/09/99 | Grimsby Town | - | Leyton Orient | 4:1 | ||||
| League Cup | 20/09/99 | Leyton Orient | - | Grimsby Town | 1:0 | ||||
| League One | 21/08/10 | Southampton FC | - | Leyton Orient | 1:1 | ||||
| League One | 09/04/11 | Leyton Orient | - | Southampton FC | 0:2 |  |
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| League Two | 16/01/16 | Leyton Orient | - | Exeter City | 1:3 |
England