| League Two | 23.03.21 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| League Two | 01.05.21 | Leyton Orient | - | Carlisle United | 2:3 | ||||
| League Two | 21.08.21 | Carlisle United | - | Leyton Orient | 1:1 | ||||
| League Two | 26.02.22 | Leyton Orient | - | Carlisle United | 0:1 |  |
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| League Two | 22.10.22 | Carlisle United | - | Leyton Orient | 2:3 | ||||
| League Two | 01.04.23 | Leyton Orient | - | Carlisle United | 1:0 | |
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| League One | 14.10.23 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| League One | 01.04.25 | Burton Albion | - | Leyton Orient | 2:1 |
Inglaterra