| League Two | 21.12.19 | Cambridge United | - | Leyton Orient | 2:3 |  |
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| League Two | 07.03.20 | Leyton Orient | - | Cambridge United | 2:1 | ||||
| League Two | 20.10.20 | Tranmere Rovers | - | Leyton Orient | 0:1 | ||||
| League Two | 10.04.21 | Cheltenham Town | - | Leyton Orient | 1:0 | ||||
| League One | 27.01.24 | Reading FC | - | Leyton Orient | 1:1 |  |
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| League One | 14.09.24 | Reading FC | - | Leyton Orient | 0:1 | ||||
| League One | 25.01.25 | Leyton Orient | - | Reading FC | 2:0 | |
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| League One | 18.02.25 | Wrexham AFC | - | Leyton Orient | 1:2 |
England