| 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