| League Two | 12/11/22 | Harrogate Town | - | Leyton Orient | 0:2 | ||||
| League Two | 01/04/23 | Leyton Orient | - | Carlisle United | 1:0 |  |
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| League One | 23/11/24 | Stevenage FC | - | Leyton Orient | 0:0 | ||||
| FA Cup | 14/01/25 | Leyton Orient | - | Derby County | 6:5 pso |  |
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| League One | 01/04/25 | Burton Albion | - | Leyton Orient | 2:1 | ||||
| Playoffs | 10/05/25 | Leyton Orient | - | Stockport County | 2:2 | |
England