| League Two | 13/10/20 | Walsall FC | - | Leyton Orient | 2:1 |  |
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| League Two | 20/04/21 | Leyton Orient | - | Cambridge United | 2:4 | |
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| League Two | 19/10/21 | Leyton Orient | - | Forest Green Rovers | 1:1 | ||||
| League Two | 30/07/22 | Leyton Orient | - | Grimsby Town | 2:0 | ||||
| League Two | 02/01/23 | Northampton Town | - | Leyton Orient | 1:0 |
England