| League Two | 10/08/19 | Macclesfield Town | - | Leyton Orient | 3:0 |  |
|||
| League Two | 13/10/20 | Walsall FC | - | Leyton Orient | 2:1 |  |
|||
| League Two | 05/04/21 | Leyton Orient | - | Walsall FC | 0:0 | ||||
| League Two | 16/10/21 | Leyton Orient | - | Walsall FC | 0:0 | ||||
| League Two | 02/04/22 | Walsall FC | - | Leyton Orient | 0:2 | ||||
| League Two | 08/05/23 | Bradford City | - | Leyton Orient | 1:1 |
Ireland
England