| League Two | 10/04/04 | Macclesfield Town | - | Leyton Orient | 1:0 | ||||
| League Two | 07/08/04 | Leyton Orient | - | Macclesfield Town | 1:3 | ||||
| League Two | 19/03/05 | Macclesfield Town | - | Leyton Orient | 3:1 |  |
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| League Two | 06/08/05 | Leyton Orient | - | Macclesfield Town | 2:1 | |
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| League Two | 26/11/05 | Macclesfield Town | - | Leyton Orient | 0:0 | ||||
| League One | 05/08/06 | Port Vale FC | - | Leyton Orient | 3:0 | ||||
| League One | 29/03/08 | Port Vale FC | - | Leyton Orient | 2:1 |
England